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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

(R)-5-Hydroxymethyl tolterodine Manufacturer/High quality/Best price/In stock

Cas:207679-81-0

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Factory Price API 99% (R)-5-HydroxyMethyl Tolterodine 207679-81-0 GMP Manufacturer

Cas:207679-81-0

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Win-Win chemical Co.Ltd

Stock products, own laboratory Appearance:Off-White to Pale Yellow Solid Storage:-20°C Freezer Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:shanghai

Cas no.207679-81-0 98% (R)-5-HydroxyMethyl Tolterodinel

Cas:207679-81-0

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Factory direct supply CAS 207679-81-0 with best quality

Cas:207679-81-0

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name: 3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol Iterm: Pharmaceutical intermediates CAS: 207679-81-0 structure:

(R)-5-HydroxyMethyl Tolterodine CAS:207679-81-0

Cas:207679-81-0

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

(R)-5-Hydroxymethyl tolterodine 207679-81-0

Cas:207679-81-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

(R)-5-HydroxyMethyl Tolterodine CAS:207679-81-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality

(R)-5-HydroxyMethyl Tolterodine CAS:207679-81-0

Cas:207679-81-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

R-(+)-2-(3-Diisopropylamino-1-Phenylpropyl)-4-Hydroxymethylphenol

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Manufacturers

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Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

3-[(1R)-3-[BIS(1-METHYLETHYL)AMINO]-1-PHENYLPROPYL]-4-HYDROXYBENZENEMETHANOL

Cas:207679-81-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

our strengths: 1: Fast and guaranteed shipment (TNT;EMS;FEDEX;DHL;UPS;EUB, special line) 2: Various payment items accepted (Btc; MoneyGram; WU) 3: Valued package (Paraffin coating; Double aluminum foil bag; Vacuum packaging) 4: Efficient delivery

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol

Cas:207679-81-0

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

tianfu-chem_(R)-5-Hydroxymethyl tolterodine 207679-81-0

Cas:207679-81-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol

Cas:207679-81-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Luyunjia Chemistry Xiamen Limited

Luyunjia Chemistry Xiamen Limited is a high-tech company specializing in R&D and manufacturing of photoinitiators monomers and oligomers, UV absorbers and pharmaceutical intermediates, and pharmaceutical intermediates of generic drug. and has a h

hight quality (R)-5-Hydroxymethyl Tolterodine

Cas:207679-81-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

5-hydroxymethyl Tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Mojin Biotechnology Co.,Ltd

1, High quality with competitive price:2, Fast and safe delivery3.Excellent pre-sales and after-sales service4. Well-trained and professional technologist and sales with rich experience in the field for 5-10 yearsAppearance:see detailed specification

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Sealed in a cool ,dry and microtherm place , avoid light . Package: 1g/bag, 5g/bag, 10g/bag, 100g/bag, 1kg/bag or as per your request Application:It

5-hydroxymethyl Tolterodine supplier in China

Cas:207679-81-0

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

3-[(1R)-3-[Bis(1-Methylethyl)Amino]-1-Phenylpropyl]-4-Hydroxy-Benzenemethanol

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

3-[(1R)-3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxybenzenemethanol

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

(R)-5-Hydroxymethyl tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

Factory supply high purity low priceAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

207679-81-0 CAS No.207679-81-0

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

(R)-5-HydroxyMethyl Tolterodine

Cas:207679-81-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(R)-2-[3-(N,N-diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol (R)-(-)-O-acetylmandelic acid salt

(R)-2-[3-(N,N-diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol (R)-(-)-O-acetylmandelic acid salt

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With potassium carbonate In water; toluene at 50℃; for 6h;85%
With potassium carbonate In water; toluene at 50℃; for 6h; Inert atmosphere;85%
With potassium carbonate In water; toluene at 50℃; for 1h;81%
(R)-(-)-3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzoic acid methyl ester

(R)-(-)-3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzoic acid methyl ester

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: (R)-(-)-3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzoic acid methyl ester With sodium hydroxide In methanol at 0 - 35℃; Inert atmosphere;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 5 - 25℃; for 4h;
Stage #3: With water; sodium hydroxide In tetrahydrofuran at 0 - 5℃; for 3h;
98%
Stage #1: (R)-(-)-3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzoic acid methyl ester With sodium hydroxide In methanol at 0 - 35℃; Inert atmosphere;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 5 - 25℃;
Stage #3: With water; sodium hydroxide In tetrahydrofuran for 3h;
98%
Stage #1: (R)-(-)-3-(3-diisopropylamino-1-phenylpropyl)-4-hydroxybenzoic acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3.5h;
Stage #2: With ammonium chloride In tetrahydrofuran at -10℃;
95%
With sodium bis(2-methoxyethoxy)aluminium dihydride In tetrahydrofuran at 0 - 5℃; for 2h; Inert atmosphere;
{4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]phenyl}methanol
156755-37-2

{4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]phenyl}methanol

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With hydrogen; 5% Pd(II)/C(eggshell) In methanol at 50 - 55℃;98%
With hydrogen; nickel In methanol at 20℃; for 4 - 5h;96.5%
With hydrogen In methanol under 3000.3 - 3750.38 Torr;72.5%
methyl (R)-(-)-3-(3-diisopropylamino-1-phenyl-propyl)-4-hydroxy-benzoate 2,3-dibenzoyl-D-tartaric acid salt
1294517-15-9

methyl (R)-(-)-3-(3-diisopropylamino-1-phenyl-propyl)-4-hydroxy-benzoate 2,3-dibenzoyl-D-tartaric acid salt

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: methyl (R)-(-)-3-(3-diisopropylamino-1-phenyl-propyl)-4-hydroxy-benzoate 2,3-dibenzoyl-D-tartaric acid salt With sodium hydrogencarbonate In ethyl acetate Inert atmosphere;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3.5h;
Stage #3: With ammonium chloride In tetrahydrofuran at -10 - 20℃; for 0.5h;
95%
Multi-step reaction with 2 steps
1.1: sodium hydrogencarbonate / ethyl acetate; water / Inert atmosphere
2.1: sodium hydroxide / methanol / 0 - 35 °C / Inert atmosphere
2.2: 5 - 25 °C
2.3: 3 h
View Scheme
fesoterodine fumarate

fesoterodine fumarate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With ammonium hydroxide In methanol at 20℃; for 18h;55%
D-(+)-menthyl 3-(3-N,N'-diisopropylamino-1(R)-phenyl-propyl)-4-hydroxy-benzoate hydrochloride
1449220-60-3

D-(+)-menthyl 3-(3-N,N'-diisopropylamino-1(R)-phenyl-propyl)-4-hydroxy-benzoate hydrochloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: D-(+)-menthyl 3-(3-N,N'-diisopropylamino-1(R)-phenyl-propyl)-4-hydroxy-benzoate hydrochloride With water; sodium hydroxide In dichloromethane pH=7 - 8;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃;
83%
Stage #1: D-(+)-menthyl 3-(3-N,N'-diisopropylamino-1(R)-phenyl-propyl)-4-hydroxy-benzoate hydrochloride With sodium hydroxide In dichloromethane; water pH=7 - 8;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃;
83%
(R)-6-hydroxymethyl-4-phenylchroman-2-(R)-ol
960373-33-5

(R)-6-hydroxymethyl-4-phenylchroman-2-(R)-ol

diisopropylamine
108-18-9

diisopropylamine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: (R)-6-hydroxymethyl-4-phenylchroman-2-(R)-ol; diisopropylamine With hydrogen; palladium on activated charcoal In methanol at 20℃; under 3000.3 Torr; for 18h;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran
Stage #3: With water In tetrahydrofuran
(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol (R)-2-acetoxy(phenyl)acetate
1333234-72-2

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)phenol (R)-2-acetoxy(phenyl)acetate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With potassium carbonate In toluene at 50℃; for 2h;70%
(R)-[4-benzyloxy-3-(3-diisopropylamino-1-phenyl-propyl)-phenyl]-methanol fumarate

(R)-[4-benzyloxy-3-(3-diisopropylamino-1-phenyl-propyl)-phenyl]-methanol fumarate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: (R)-[4-benzyloxy-3-(3-diisopropylamino-1-phenyl-propyl)-phenyl]-methanol fumarate With sodium carbonate; sodium hydroxide In dichloromethane; water
Stage #2: With hydrogen; Raney nickel In methanol
59%
RS-N,N-diisopropyl-3-(2-hydroxy-5-(hydroxymethyl)phenyl)-3-phenylpropylamine
200801-70-3

RS-N,N-diisopropyl-3-(2-hydroxy-5-(hydroxymethyl)phenyl)-3-phenylpropylamine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: RS-N,N-diisopropyl-3-(2-hydroxy-5-(hydroxymethyl)phenyl)-3-phenylpropylamine With D-Malic acid In di-isopropyl ether; isopropyl alcohol at 20 - 80℃;
Stage #2: With sodium hydrogencarbonate In water pH=10; Product distribution / selectivity;
40.2%
Multi-step reaction with 2 steps
1: tert-Amyl alcohol / 25 - 70 °C
2: potassium carbonate / toluene; water / 1 h / 50 °C
View Scheme
Multi-step reaction with 2 steps
1: tetrahydrofuran / 10 - 55 °C
2: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
(R)-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol (R)-(-)-acetoxymandelic acid salt

(R)-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol (R)-(-)-acetoxymandelic acid salt

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With potassium carbonate In water; toluene at 50 - 55℃;
(R)-3-(3-(diisopropylamino)-1-phenylpropyl)-4-hydroxybenzyl acetate
1390644-47-9

(R)-3-(3-(diisopropylamino)-1-phenylpropyl)-4-hydroxybenzyl acetate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With water; lithium hydroxide In methanol at 25 - 35℃; for 4h;
(R)-(4-(allyloxy)-3-(3-(diisopropylamino)-1-phenylpropyl)phenyl)methanol

(R)-(4-(allyloxy)-3-(3-(diisopropylamino)-1-phenylpropyl)phenyl)methanol

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In methanol at 25 - 30℃; for 2h;
(R)-N,N-diisopropyl-3-phenyl-3-(5-formyl-2-hydroxyphenyl)propyl-1-amine
214601-12-4

(R)-N,N-diisopropyl-3-phenyl-3-(5-formyl-2-hydroxyphenyl)propyl-1-amine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol Product distribution / selectivity;74%
Stage #1: (R)-N,N-diisopropyl-3-phenyl-3-(5-formyl-2-hydroxyphenyl)propyl-1-amine With lithium aluminium tetrahydride In tetrahydrofuran for 2h;
Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran at 0℃; Product distribution / selectivity;
73%
C34H59NO2Si2

C34H59NO2Si2

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;92%
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 20 - 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate / Inert atmosphere
3.2: 3.5 h / 20 °C
3.3: 0.5 h / -10 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / water / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate / Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 20 °C
4.2: -10 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 20 - 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate; water / Inert atmosphere
4.1: sodium hydroxide / methanol / 0 - 35 °C / Inert atmosphere
4.2: 4 h / 5 - 25 °C
4.3: 3 h / 0 - 5 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate; water / Inert atmosphere
4.1: sodium hydroxide / methanol / 0 - 35 °C / Inert atmosphere
4.2: 5 - 25 °C
4.3: 3 h
View Scheme
Multi-step reaction with 4 steps
1.1: 1-methyl-piperazine / toluene / 25 - 110 °C
1.2: 5 h / 60 - 65 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 25 - 50 °C / 10343.2 Torr / Autoclave
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0 - 30 °C / Inert atmosphere
4.1: D-Malic acid / isopropyl alcohol; di-isopropyl ether / 20 - 80 °C
4.2: pH 10
View Scheme
3-(N,N-diisopropylamino)-1-phenylpropan-1-ol
906532-26-1

3-(N,N-diisopropylamino)-1-phenylpropan-1-ol

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 20 - 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate / Inert atmosphere
3.2: 3.5 h / 20 °C
3.3: 0.5 h / -10 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / water / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate / Inert atmosphere
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 20 °C
4.2: -10 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 20 - 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate; water / Inert atmosphere
4.1: sodium hydroxide / methanol / 0 - 35 °C / Inert atmosphere
4.2: 4 h / 5 - 25 °C
4.3: 3 h / 0 - 5 °C
View Scheme
Multi-step reaction with 4 steps
1.1: methanesulfonic acid / 50 - 55 °C / Inert atmosphere
2.1: ethanol / 60 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / ethyl acetate; water / Inert atmosphere
4.1: sodium hydroxide / methanol / 0 - 35 °C / Inert atmosphere
4.2: 5 - 25 °C
4.3: 3 h
View Scheme
Multi-step reaction with 4 steps
1: perchloric acid / dichloromethane; water / 13 h / 40 °C / Inert atmosphere
2: sodium tetrahydroborate; calcium chloride / ethanol / 3 h / -10 - 20 °C / Inert atmosphere
3: tert-Amyl alcohol / 17 h / 20 - 70 °C / Inert atmosphere
4: potassium carbonate / water; toluene / 6 h / 50 °C / Inert atmosphere
View Scheme
methyl 4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoate
156755-35-0

methyl 4-(benzyloxy)-3-[(1R)-3-(dipropan-2-ylamino)-1-phenylpropyl]benzoate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere
2: hydrogen / Raney nickel / methanol / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 5 h / 0 - 20 °C / Inert atmosphere
1.2: 0 - 5 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 - 35 °C / Autoclave
2.2: 25 - 35 °C
View Scheme
(+/-)-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropane-1-ol

(+/-)-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropane-1-ol

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C
2.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube
3.1: isopropyl alcohol / 15 h / 25 - 86 °C
4.1: sodium hydroxide / water
5.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
5.2: 1 h / -65 - -60 °C
6.1: thionyl chloride / 10 °C / Reflux
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
8.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / 5 - 30 °C / Industry scale
2.1: water / 75 - 78 °C / Industry scale
3.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 50 - 60 °C
3.2: -70 - -60 °C
3.3: -50 °C
4.1: borane-dimethyl sulfide complex / tetrahydrofuran / 25 - 50 °C
4.2: 0.5 h / 10 - 15 °C / Industry scale
5.1: raney nickel / methanol / 30 - 35 °C / Autoclave
6.1: tetrahydrofuran / 10 - 55 °C
7.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / 5 - 30 °C / Industry scale
1.2: 5 - 30 °C / Industry scale
2.1: water / 75 - 78 °C / Industry scale
3.1: ethyl bromide; magnesium / iodine / tetrahydrofuran / 50 - 60 °C
3.2: -70 - -60 °C
4.1: dimethylsulfide borane complex / tetrahydrofuran / 25 - 50 °C
5.1: methanol / 30 - 35 °C
6.1: tetrahydrofuran / 10 - 55 °C
7.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
(+/-)-N,N-diisopropyl-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropylamine

(+/-)-N,N-diisopropyl-3-(2-benzyloxy-5-bromophenyl)-3-phenylpropylamine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropyl alcohol / 15 h / 25 - 86 °C
2.1: sodium hydroxide / water
3.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
3.2: 1 h / -65 - -60 °C
4.1: thionyl chloride / 10 °C / Reflux
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
6.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 5 steps
1.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 50 - 60 °C
1.2: -70 - -60 °C
1.3: -50 °C
2.1: borane-dimethyl sulfide complex / tetrahydrofuran / 25 - 50 °C
2.2: 0.5 h / 10 - 15 °C / Industry scale
3.1: raney nickel / methanol / 30 - 35 °C / Autoclave
4.1: tetrahydrofuran / 10 - 55 °C
5.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 5 steps
1.1: ethyl bromide; magnesium / iodine / tetrahydrofuran / 50 - 60 °C
1.2: -70 - -60 °C
2.1: dimethylsulfide borane complex / tetrahydrofuran / 25 - 50 °C
3.1: methanol / 30 - 35 °C
4.1: tetrahydrofuran / 10 - 55 °C
5.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
6-bromo-4-phenyl-3,4-dihydro-2H-chromen-2-one
156755-23-6

6-bromo-4-phenyl-3,4-dihydro-2H-chromen-2-one

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: potassium carbonate; sodium iodide / acetone / Reflux
2.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h
2.2: 3 h / 10 °C
3.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C
4.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube
5.1: isopropyl alcohol / 15 h / 25 - 86 °C
6.1: sodium hydroxide / water
7.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
7.2: 1 h / -65 - -60 °C
8.1: thionyl chloride / 10 °C / Reflux
9.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
10.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 35 °C / Industry scale
1.2: 5 - 30 °C / pH 1 - 2 / Industry scale
2.1: potassium carbonate / acetone / 20 - 25 °C / Industry scale
2.2: 50 - 60 °C
3.1: pyridine / dichloromethane / 5 - 30 °C / Industry scale
4.1: water / 75 - 78 °C / Industry scale
5.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 50 - 60 °C
5.2: -70 - -60 °C
5.3: -50 °C
6.1: borane-dimethyl sulfide complex / tetrahydrofuran / 25 - 50 °C
6.2: 0.5 h / 10 - 15 °C / Industry scale
7.1: raney nickel / methanol / 30 - 35 °C / Autoclave
8.1: tetrahydrofuran / 10 - 55 °C
9.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 35 °C / Industry scale
1.2: 0 - 5 °C / Industry scale; Reflux
1.3: 0.5 h / 25 - 30 °C / pH 1 - 2 / Industry scale
2.1: potassium carbonate / acetone / 20 - 25 °C / Industry scale
2.2: 50 - 60 °C / Industry scale
3.1: pyridine / dichloromethane / 5 - 30 °C / Industry scale
3.2: 5 - 30 °C / Industry scale
4.1: water / 75 - 78 °C / Industry scale
5.1: ethyl bromide; magnesium / iodine / tetrahydrofuran / 50 - 60 °C
5.2: -70 - -60 °C
6.1: dimethylsulfide borane complex / tetrahydrofuran / 25 - 50 °C
7.1: methanol / 30 - 35 °C
8.1: tetrahydrofuran / 10 - 55 °C
9.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
(+/-)-toluene-4-sulphonic acid 3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl ester
250214-37-0

(+/-)-toluene-4-sulphonic acid 3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl ester

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube
2.1: isopropyl alcohol / 15 h / 25 - 86 °C
3.1: sodium hydroxide / water
4.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
4.2: 1 h / -65 - -60 °C
5.1: thionyl chloride / 10 °C / Reflux
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
7.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1.1: water / 75 - 78 °C / Industry scale
2.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 50 - 60 °C
2.2: -70 - -60 °C
2.3: -50 °C
3.1: borane-dimethyl sulfide complex / tetrahydrofuran / 25 - 50 °C
3.2: 0.5 h / 10 - 15 °C / Industry scale
4.1: raney nickel / methanol / 30 - 35 °C / Autoclave
5.1: tetrahydrofuran / 10 - 55 °C
6.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1.1: water / 75 - 78 °C / Industry scale
2.1: ethyl bromide; magnesium / iodine / tetrahydrofuran / 50 - 60 °C
2.2: -70 - -60 °C
3.1: dimethylsulfide borane complex / tetrahydrofuran / 25 - 50 °C
4.1: methanol / 30 - 35 °C
5.1: tetrahydrofuran / 10 - 55 °C
6.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
methyl 3-[2-(benzyloxy)-5-bromophenyl]-3-phenylpropanoate
156755-24-7

methyl 3-[2-(benzyloxy)-5-bromophenyl]-3-phenylpropanoate

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h
1.2: 3 h / 10 °C
2.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C
3.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube
4.1: isopropyl alcohol / 15 h / 25 - 86 °C
5.1: sodium hydroxide / water
6.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
6.2: 1 h / -65 - -60 °C
7.1: thionyl chloride / 10 °C / Reflux
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
9.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 8 steps
1.1: aluminum (III) chloride; sodium tetrahydroborate / 1,2-dimethoxyethane / 3.5 h / 0 - 10 °C
1.2: 0 - 5 °C
2.1: triethylamine / dichloromethane / 0.5 h / 20 - 30 °C
3.1: 25 - 112 °C / Autoclave
4.1: isopropyl alcohol / 14 h / 25 - 80 °C
5.1: sodium hydroxide / water / 0 - 35 °C / pH 9
6.1: magnesium / iodine / tetrahydrofuran / 1 h / -70 - 70 °C
6.2: -5 - 35 °C
6.3: pH 1 - 2
7.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 0 - 5 °C
8.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 - 35 °C / Autoclave
8.2: 25 - 35 °C
View Scheme
Multi-step reaction with 8 steps
1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere
2.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C
3.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere
4.1: isopropyl alcohol / 30 - 55 °C
5.1: sodium hydroxide; water / dichloromethane / 0.25 h / 10 - 20 °C / pH 11.5
5.2: 4 h / 25 - 55 °C / Inert atmosphere
5.3: -70 - -10 °C / Inert atmosphere
6.1: thionyl chloride / 5 h / 40 - 45 °C
7.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 0 - 5 °C / Inert atmosphere
8.1: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr
View Scheme
diisopropylamine
108-18-9

diisopropylamine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium carbonate; potassium iodide / toluene; methanol / 20 h / Reflux
2.1: methanesulfonic acid / 3 h / 100 °C
3.1: sodium tetrahydroborate / methanol / 2 h / 0 °C
3.2: 0.08 h
3.3: pH 8
4.1: tert-Amyl alcohol / 25 - 70 °C
5.1: potassium carbonate / toluene; water / 1 h / 50 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; potassium iodide / toluene; methanol / 20 h / Reflux
2.1: methanesulfonic acid / 20 h / 120 °C
2.2: pH 7
2.3: 21 h / 100 °C
3.1: sodium tetrahydroborate / methanol / 2 h / 0 °C
3.2: 0.08 h
3.3: pH 8
4.1: tert-Amyl alcohol / 25 - 70 °C
5.1: potassium carbonate / toluene; water / 1 h / 50 °C
View Scheme
Multi-step reaction with 5 steps
1.1: potassium carbonate; potassium iodide / toluene; methanol / 20 h / Reflux
2.1: methanesulfonic acid / 23 h / 130 °C
2.2: pH 7
2.3: 4 h / 78 °C
3.1: sodium tetrahydroborate / methanol / 2 h / 0 °C
3.2: 0.08 h
3.3: pH 8
4.1: tert-Amyl alcohol / 25 - 70 °C
5.1: potassium carbonate / toluene; water / 1 h / 50 °C
View Scheme
(-)-N,N-Diisopropyl-3-(2-benzyloxy-5-carboxyphenyl)-3-phenylpropylamine hydrochloride

(-)-N,N-Diisopropyl-3-(2-benzyloxy-5-carboxyphenyl)-3-phenylpropylamine hydrochloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: borane-dimethyl sulfide complex / tetrahydrofuran / 25 - 50 °C
1.2: 0.5 h / 10 - 15 °C / Industry scale
2.1: raney nickel / methanol / 30 - 35 °C / Autoclave
3.1: tetrahydrofuran / 10 - 55 °C
4.1: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 4 steps
1: dimethylsulfide borane complex / tetrahydrofuran / 25 - 50 °C
2: methanol / 30 - 35 °C
3: tetrahydrofuran / 10 - 55 °C
4: potassium carbonate / toluene; water / 50 - 55 °C
View Scheme
Multi-step reaction with 6 steps
1: ammonia / ethyl acetate; water / pH 8 - 9
2: methanol / 50 - 65 °C
3: ammonia / water / pH 8 - 9
4: sulfuric acid / 20 °C / Reflux
5: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 3 h / Inert atmosphere
6: hydrogen / Raney nickel / methanol / 20 °C
View Scheme
Tolterodine acid
194482-44-5

Tolterodine acid

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Stage #1: Tolterodine acid With lithium aluminium tetrahydride In tetrahydrofuran for 2h;
Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran at 0℃; Product distribution / selectivity;
4-bromo-phenol
106-41-2

4-bromo-phenol

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: sulfuric acid / 120 - 125 °C
2.1: potassium carbonate; sodium iodide / acetone / Reflux
3.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 0.17 h
3.2: 3 h / 10 °C
4.1: triethylamine / dichloromethane / 12 h / 25 - 30 °C
5.1: acetonitrile / 30 h / 95 - 100 °C / autoclave; Sealed tube
6.1: isopropyl alcohol / 15 h / 25 - 86 °C
7.1: sodium hydroxide / water
8.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
8.2: 1 h / -65 - -60 °C
9.1: thionyl chloride / 10 °C / Reflux
10.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
11.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid / 4 h / 25 - 125 °C
2.1: potassium carbonate; sodium iodide / acetone / 2 h / 25 - 60 °C
3.1: aluminum (III) chloride; sodium tetrahydroborate / 1,2-dimethoxyethane / 3.5 h / 0 - 10 °C
3.2: 0 - 5 °C
4.1: triethylamine / dichloromethane / 0.5 h / 20 - 30 °C
5.1: 25 - 112 °C / Autoclave
6.1: isopropyl alcohol / 14 h / 25 - 80 °C
7.1: sodium hydroxide / water / 0 - 35 °C / pH 9
8.1: magnesium / iodine / tetrahydrofuran / 1 h / -70 - 70 °C
8.2: -5 - 35 °C
8.3: pH 1 - 2
9.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 0 - 5 °C
10.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 - 35 °C / Autoclave
10.2: 25 - 35 °C
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid / 12 h / 120 - 125 °C
2.1: potassium carbonate; sodium iodide / acetone / 25 - 30 °C
2.2: 5.5 h / 15 °C / Reflux
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere
4.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C
5.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere
6.1: isopropyl alcohol / 30 - 55 °C
7.1: sodium hydroxide; water / dichloromethane / 0.25 h / 10 - 20 °C / pH 11.5
7.2: 4 h / 25 - 55 °C / Inert atmosphere
7.3: -70 - -10 °C / Inert atmosphere
8.1: thionyl chloride / 5 h / 40 - 45 °C
9.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 0 - 5 °C / Inert atmosphere
10.1: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid / 12 h / 120 - 125 °C
2.1: potassium carbonate; sodium iodide / acetone / 25 - 30 °C
2.2: 5.5 h / 15 °C / Reflux
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 5 - 10 °C / Inert atmosphere
4.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 5 °C
5.1: acetonitrile / 32 h / 95 - 100 °C / autoclave; Inert atmosphere
6.1: isopropyl alcohol / 30 - 55 °C
7.1: sodium hydroxide; water / dichloromethane / 0.25 h / 10 - 20 °C / pH 11.5
7.2: 4 h / 25 - 55 °C / Inert atmosphere
7.3: -70 - -10 °C / Inert atmosphere
8.1: thionyl chloride / 5 h / 40 - 45 °C
9.1: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 18 h / 25 - 30 °C / 2206.72 - 2942.29 Torr / autoclave
10.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 2 h / 0 - 5 °C / Inert atmosphere
View Scheme
(R)-4-(benzyloxy)-3-(3-(diisopropylamino)-1-phenylpropyl)benzoic acid hydrochloride
156755-33-8

(R)-4-(benzyloxy)-3-(3-(diisopropylamino)-1-phenylpropyl)benzoic acid hydrochloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 10 °C / Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
3: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 0 - 5 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 - 35 °C / Autoclave
2.2: 25 - 35 °C
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride / 5 h / 40 - 45 °C
2: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 4 h / 0 - 5 °C / Inert atmosphere
3: hydrogen / 5%-palladium/activated carbon / methanol / 8 h / 25 - 30 °C / 2206.72 - 2942.29 Torr
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride / 5 h / 40 - 45 °C
2: hydrogen / 5%-palladium/activated carbon / ethyl acetate / 18 h / 25 - 30 °C / 2206.72 - 2942.29 Torr / autoclave
3: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 2 h / 0 - 5 °C / Inert atmosphere
View Scheme
R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine
950773-38-3

R-(-)-[3-(2-benzyloxy-5-bromophenyl)-3-phenylpropyl]diisopropylamine

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethyl bromide; iodine; magnesium / tetrahydrofuran / 1 h / 55 °C / Reflux
1.2: 1 h / -65 - -60 °C
2.1: thionyl chloride / 10 °C / Reflux
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 14 h / 25 - 30 °C
4.1: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 50 - 55 °C
View Scheme
Multi-step reaction with 3 steps
1.1: magnesium / iodine / tetrahydrofuran / 1 h / -70 - 70 °C
1.2: -5 - 35 °C
1.3: pH 1 - 2
2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 0 - 5 °C
3.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 - 35 °C / Autoclave
3.2: 25 - 35 °C
View Scheme
Multi-step reaction with 4 steps
1.1: iodine; magnesium; ethyl bromide / tetrahydrofuran / 2 h / 60 - 65 °C / Inert atmosphere
1.2: 1 h / -70 - -50 °C
2.1: thionyl chloride / 0 - 65 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 30 °C
4.1: hydrogen; palladium 10% on activated carbon / isopropyl alcohol / 25 - 30 °C / 2068.65 - 2585.81 Torr / Autoclave
View Scheme
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 1-methyl-piperazine / toluene / 25 - 110 °C
1.2: 5 h / 60 - 65 °C
2.1: hydrogen / 5%-palladium/activated carbon / methanol / 25 - 50 °C / 10343.2 Torr / Autoclave
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0 - 30 °C / Inert atmosphere
4.1: D-Malic acid / isopropyl alcohol; di-isopropyl ether / 20 - 80 °C
4.2: pH 10
View Scheme
Multi-step reaction with 4 steps
1.1: 1-methyl-piperazine / toluene / Heating
1.2: 5 h / Reflux
2.1: methanol / 1.25 h / 40 °C / Inert atmosphere
2.2: 20 h / 40 °C / 5948.09 Torr / Inert atmosphere
3.1: tert-Amyl alcohol / 70 °C / Resolution of racemate; Large scale reaction
4.1: potassium carbonate / water; toluene / 6 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1-methyl-piperazine / toluene / Heating
1.2: 5 h / Reflux
2.1: 5%-palladium/activated carbon; hydrogen / tert-Amyl alcohol / 80 °C / 5171.62 Torr
3.1: tert-Amyl alcohol / 70 °C / Resolution of racemate; Large scale reaction
4.1: potassium carbonate / water; toluene / 6 h / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 1-methyl-piperazine / toluene / Heating
1.2: 5 h / Reflux
2.1: titanium(IV)isopropoxide / tetrahydrofuran / 1 h / Reflux
2.2: 20 °C
3.1: tert-Amyl alcohol / 70 °C / Resolution of racemate; Large scale reaction
4.1: potassium carbonate / water; toluene / 6 h / 50 °C
View Scheme
formic acid
64-18-6

formic acid

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

(R)-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol formate
380636-49-7

(R)-(+)-2-(3-diisopropylamino-1-phenylpropyl)-4-hydroxymethylphenol formate

Conditions
ConditionsYield
In acetonitrile at 20℃;100%
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

(R)-5-hydroxymethyl tolterodine fumarate salt
380636-50-0

(R)-5-hydroxymethyl tolterodine fumarate salt

Conditions
ConditionsYield
In acetone at 20℃; for 0.5h;100%
In acetone at 25 - 30℃; for 1h;2.4 g
isobutyryl chloride
79-30-1

isobutyryl chloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

fesoterodine
286930-02-7

fesoterodine

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 20℃; Product distribution / selectivity; Inert atmosphere;98%
With sodium hydroxide In water; toluene at 20℃; for 0.166667h; Product distribution / selectivity; Inert atmosphere;98%
With sodium hydroxide In water; toluene at 20℃; Inert atmosphere;98%
isobutyryl chloride
79-30-1

isobutyryl chloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

(R)-(+)-2-(3-diisopropylamino-1-phenyl-propyl)-4-hydroxymethyl-phenyl isobutyrate

(R)-(+)-2-(3-diisopropylamino-1-phenyl-propyl)-4-hydroxymethyl-phenyl isobutyrate

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 20℃; for 0.166667h; Inert atmosphere;98%
isobutyryl chloride
79-30-1

isobutyryl chloride

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

[2-[(1R)-3-(di(propan-2-yl)amino)-1-phenylpropyl]-4-(hydroxymethyl)phenyl]-2-methylpropanoate fumarate

[2-[(1R)-3-(di(propan-2-yl)amino)-1-phenylpropyl]-4-(hydroxymethyl)phenyl]-2-methylpropanoate fumarate

Conditions
ConditionsYield
Stage #1: isobutyryl chloride; (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol With triethylamine In dichloromethane at 0 - 30℃; for 0.75h;
Stage #2: (2E)-but-2-enedioic acid In cyclohexane; butanone at 0 - 20℃;
71%
isobutyryl chloride
79-30-1

isobutyryl chloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

A

fesoterodine
286930-02-7

fesoterodine

B

C30H43NO4
1208313-13-6

C30H43NO4

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -10 - -5℃; for 2.5h; Product distribution / selectivity;
With triethylamine In dichloromethane at -10 - -5℃; for 2.5h; Product distribution / selectivity;
Stage #1: isobutyryl chloride; (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol In dichloromethane at -10 - -5℃; for 2.5h;
Stage #2: With sodium carbonate In dichloromethane; water Product distribution / selectivity;
(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

(3R)-3-[2-hydroxy-5-(hydroxymethyl)phenyl]-N,N-diisopropyl-N-methyl-3-phenylpropane-1-aminium iodide

(3R)-3-[2-hydroxy-5-(hydroxymethyl)phenyl]-N,N-diisopropyl-N-methyl-3-phenylpropane-1-aminium iodide

(S)-Mandelic acid
17199-29-0

(S)-Mandelic acid

isobutyryl chloride
79-30-1

isobutyryl chloride

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol
207679-81-0

(R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol

2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxy-methylphenyl isobutyrate mandelate
1206695-46-6

2-[(1R)-3-[bis(1-methylethyl)amino]-1-phenylpropyl]-4-hydroxy-methylphenyl isobutyrate mandelate

Conditions
ConditionsYield
Stage #1: isobutyryl chloride; (R)-2-[3-(diisopropylamino)-1-phenylpropyl]-4-(hydroxymethyl)-phenol In dichloromethane at -10 - 0℃;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 0.25h;
Stage #3: (S)-Mandelic acid In isopropyl alcohol at 10 - 55℃; for 7.5h;

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