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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

Telithromycin

Cas:191114-48-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO

Telithromycin manufacturer/supplier

Cas:191114-48-4

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

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

Factory Supply Telithromycin

Cas:191114-48-4

Min.Order:1

Negotiable

Type:Other

inquiry

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% Telithromycin 191114-48-4 GMP Manufacturer

Cas:191114-48-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be sent

Telithromycin

Cas:191114-48-4

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

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

New production CAS 191114-48-4 with best quality

Cas:191114-48-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W

Telithromycin CAS:191114-48-4

Cas:191114-48-4

Min.Order:1 Metric Ton

FOB Price: $380.0 / 590.0

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

High quality Telithromycin CAS 191114-48-4 Product Name: Telithromycin CAS: 191114-48-4 MF: C43H65N5O10 MW: 812 Packaging & Shipping 25kg carton drum (32cm*58cm)or 1kg foil bag (10cm*15cm) or by request of clients

Telithromycin 191114-48-4

Cas:191114-48-4

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Other

inquiry

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

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

Telithromycin

Cas:191114-48-4

Min.Order:1 Kilogram

FOB Price: $86.0 / 100.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Telithromycin CAS:191114-48-4 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 organic intermedia

Telithromycin CAS:191114-48-4

Cas:191114-48-4

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

telithromycin

Cas:191114-48-4

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

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

buy-TELITHROMYCIN

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

advantage: 1. The best price, satisfactory quality; 2. customers have the right to choose the delivery of parcels (EMS, DHL, FedEx, UPS); 3. customers have the right to choose from the recent effective packaging methods of their products packaging

Telithromycin CAS NO.191114-48-4

Cas:191114-48-4

Min.Order:1 Gram

Negotiable

Type:Other

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

High quality Telithromycin

Cas:191114-48-4

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

Telithromycin

Cas:191114-48-4

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

(3aS, 4R, 7R, 9R, 10R, 11R, 13R, 15R, 15aR) -4-Ethyloctahydro- 11-Methoxy-3a, 7,9,11,13,15-hexaMethyl-1- [4- [4- (3-pyridinyl) -1H-iMidazol-1-yl]

Telithromycin, 99%

Cas:191114-48-4

Min.Order:100 Gram

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,

Telithromycin

Cas:191114-48-4

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

BEST PRICE/Telithromycin CAS NO.191114-48-4

Cas:191114-48-4

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

Telithromycin

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Manufacturers

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

Telithromycin CAS NO.191114-48-4

Cas:191114-48-4

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

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

Telithromycin

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY:1) Specialized in pharmaceutical and healthcare industrial since 19872) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days.4) We have warehouse in USA with quickly shipment .5) We can do different t

99% up by HPLC Telithromycin 191114-48-4

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Dingyan Chem Co., Ltd

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

Wuhan Fortuna Chemical Co.,Ltd

Stable stock and competitive priceAppearance:powder Storage:available Package:1KG 5KG 25KG Application:As Pharm raw material Transportation:By Courier,Sea or air

Telithromycin

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec Telithromycin 5mg

Cas:191114-48-4

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

TelithroMycin

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Aecochem Corp.

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

Telithromycin

Cas:191114-48-4

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Synthetic route

2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate

2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water for 0.5h; Product distribution / selectivity;
90%
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In dichloromethane for 0.5h; Product distribution / selectivity;
90%
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; Product distribution / selectivity;
With pyridine hydrochloride; dimethyl sulfoxide; cyclohexyl-dimethyl-aminopropylcarbodimide hydrochloride In dichloromethane at 20 - 30℃; for 6h; Product distribution / selectivity; Pfitzner-Moffatt Oxidation;
Stage #1: 2'-hydroxy-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate With N-chloro-succinimide; dimethylsulfide In dichloromethane at -25 - 0℃; for 2.5h; Corey-Kim Oxidation;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Product distribution / selectivity;
2',4"-di-O-bis(trimethylsilyl)-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O-methylerythromycin A-11,12-cycliccarbamate
1001326-77-7

2',4"-di-O-bis(trimethylsilyl)-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O-methylerythromycin A-11,12-cycliccarbamate

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
With methanol at 20℃; for 7h; Product distribution / selectivity; Heating / reflux;98.9%
10-(4-dimethylamino-6-methyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[4-(4-pyridin-3-yl-imidazol-1-yl)-butyl]-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone
306770-60-5

10-(4-dimethylamino-6-methyl-3-trimethylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[4-(4-pyridin-3-yl-imidazol-1-yl)-butyl]-octahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecene-2,6,8,14-tetraone

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
With methanol at 20℃; for 7h; Product distribution / selectivity; Heating / reflux;98.9%
C36H55N3O12

C36H55N3O12

4-[4-(3-pyridyl)imidazol-1-yl]butylamine
173838-63-6

4-[4-(3-pyridyl)imidazol-1-yl]butylamine

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
In methanol; water; acetonitrile at 23 - 65℃; for 38h;
2'-O-acetyl-3-de[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribohexopyranosyl)oxy]-11,12-dideoxy-6-O-methyl-3-oxo-12,11-[oxycarbonyl[[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]imino]]erythromycin
306770-59-2

2'-O-acetyl-3-de[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribohexopyranosyl)oxy]-11,12-dideoxy-6-O-methyl-3-oxo-12,11-[oxycarbonyl[[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]imino]]erythromycin

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
With methanol at 20℃; for 16h; Product distribution / selectivity;
With isopropyl alcohol at 20℃; for 24h; Product distribution / selectivity;
With sodium hydroxide; water In ethanol at 0℃;
2'-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate

2'-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
With methanol for 7h; Heating / reflux;
2'-O-acetyl-10,11-didehydro-11-deoxy-12-O-(1H-1-imidazoylcarbonyl)-3-O-descladinosyl-3-oxo-6-O-methyl-erythromycin A
160145-83-5

2'-O-acetyl-10,11-didehydro-11-deoxy-12-O-(1H-1-imidazoylcarbonyl)-3-O-descladinosyl-3-oxo-6-O-methyl-erythromycin A

4-[4-(3-pyridyl)imidazol-1-yl]butylamine
173838-63-6

4-[4-(3-pyridyl)imidazol-1-yl]butylamine

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
In water; acetonitrile at 60℃; Substitution;50%
2'-O-acetate-3-O-descladinosyl-3-keto-10,11-anhydro-12-O-imidazolylcarbonyl-6-O-methylerythromycin

2'-O-acetate-3-O-descladinosyl-3-keto-10,11-anhydro-12-O-imidazolylcarbonyl-6-O-methylerythromycin

4-[4-(3-pyridyl)imidazol-1-yl]butylamine
173838-63-6

4-[4-(3-pyridyl)imidazol-1-yl]butylamine

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
In water; acetonitrile at 50℃; for 24h;72%
3-(1H-imidazol-4-yl)pyridine
51746-85-1

3-(1H-imidazol-4-yl)pyridine

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaH / dimethylformamide
2: aq. NH2NH2 / ethanol
3: 50 percent / acetonitrile; H2O / 60 °C
View Scheme
4-(3-pyridyl)-1H-imidazol-1-butanamide phthalimide
173838-67-0

4-(3-pyridyl)-1H-imidazol-1-butanamide phthalimide

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NH2NH2 / ethanol
2: 50 percent / acetonitrile; H2O / 60 °C
View Scheme
(R)-3-hydroxy-2-methylpent-1-ene
125637-07-2

(R)-3-hydroxy-2-methylpent-1-ene

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C
2: sodium periodate; potassium osmate(VI) dihydrate; 2,6-dimethylpyridine / water; tetrahydrofuran / 3 h
3: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
4: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
5: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
7: 130 °C
8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
9: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 9 steps
1: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C
2: sodium periodate; potassium osmate(VI) dihydrate; 2,6-dimethylpyridine / water; tetrahydrofuran / 3 h
3: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
4: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
5: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
7: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
9: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(R)-tert-butyldimethyl((2-methylpent-1-en-3-yl)oxy)silane
135393-98-5

(R)-tert-butyldimethyl((2-methylpent-1-en-3-yl)oxy)silane

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: sodium periodate; potassium osmate(VI) dihydrate; 2,6-dimethylpyridine / water; tetrahydrofuran / 3 h
2: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
3: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
4: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
6: 130 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
8: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 8 steps
1: sodium periodate; potassium osmate(VI) dihydrate; 2,6-dimethylpyridine / water; tetrahydrofuran / 3 h
2: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
3: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
4: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
6: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
8: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(R)-3-((tert-butyldimethylsilyl)oxy)pentan-2-one
220018-22-4

(R)-3-((tert-butyldimethylsilyl)oxy)pentan-2-one

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
2: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
3: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
5: 130 °C
6: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
7: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 7 steps
1: lithium chloride / tetrahydrofuran / 1.1 h / -20 °C
2: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
3: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
5: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
6: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
7: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(2R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2-methoxy-2,4-dimethylpentanal

(2R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2-methoxy-2,4-dimethylpentanal

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
1.2: 12 h / -78 °C
2.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
3.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
5.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
6.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
8.1: 130 °C
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
10.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 10 steps
1.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
1.2: 12 h / -78 °C
2.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
3.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
5.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
6.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
8.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
10.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
C41H75NO12Si

C41H75NO12Si

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
3: 130 °C
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
5: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 5 steps
1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
3: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
5: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
C41H73NO12Si

C41H73NO12Si

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
2: 130 °C
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
4: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 4 steps
1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
2: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
4: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
C35H59NO12

C35H59NO12

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
3: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 3 steps
1: 130 °C
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
3: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
6-((2R,3R,4R,6R)-7-((tert-butyldiphenylsilyl)oxy)-3-hydroxy-4-methoxy-4,6-dimethylheptan-2-yl)-2,2,5-trimethyl-4H-1,3-dioxin-4-one

6-((2R,3R,4R,6R)-7-((tert-butyldiphenylsilyl)oxy)-3-hydroxy-4-methoxy-4,6-dimethylheptan-2-yl)-2,2,5-trimethyl-4H-1,3-dioxin-4-one

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
2: hydrogen fluoride / acetonitrile / 12 h / 20 °C
3: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
4: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
5: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
7: 130 °C
8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
9: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 9 steps
1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
2: hydrogen fluoride / acetonitrile / 12 h / 20 °C
3: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
4: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
5: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
7: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
9: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
C43H65NO10Si

C43H65NO10Si

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
2: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
3: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
4: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
6: 130 °C
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
8: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 8 steps
1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
2: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
3: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
4: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
6: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
7: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
8: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
C27H47NO10

C27H47NO10

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
2: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
3: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
5: 130 °C
6: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
7: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 7 steps
1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
2: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
3: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
5: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
6: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
7: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(2S,3R,4S,6R)-4-(dimethylamino)-2-(((2R,3R,4R,6R)-4-methoxy-4,6-dimethyl-7-oxo-2-(2,2,5-trimethyl-4-oxo-4H-1,3-dioxin-6-yl)heptan-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3-yl methyl carbonate

(2S,3R,4S,6R)-4-(dimethylamino)-2-(((2R,3R,4R,6R)-4-methoxy-4,6-dimethyl-7-oxo-2-(2,2,5-trimethyl-4-oxo-4H-1,3-dioxin-6-yl)heptan-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3-yl methyl carbonate

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
2: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
4: 130 °C
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
6: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 6 steps
1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
2: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
4: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
6: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
tert-butyl 2-methyl-3-oxopentanoate
26735-86-4

tert-butyl 2-methyl-3-oxopentanoate

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: acetic anhydride; sulfuric acid / 5 h / 0 - 20 °C
2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -78 - 0 °C
2.2: 3 h / -78 - 20 °C
3.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
3.2: 12 h / -78 °C
4.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
5.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
7.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
8.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
10.1: 130 °C
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
12.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 12 steps
1.1: acetic anhydride; sulfuric acid / 5 h / 0 - 20 °C
2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -78 - 0 °C
2.2: 3 h / -78 - 20 °C
3.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
3.2: 12 h / -78 °C
4.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
5.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
7.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
8.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
10.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
12.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(2R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methylpentan-2-ol

(2R,4R)-5-((tert-butyldiphenylsilyl)oxy)-2-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methylpentan-2-ol

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: potassium hydride / diethyl ether; mineral oil / 1 h / 0 °C
1.2: 2 h / 20 °C
2.1: periodic acid / ethyl acetate
3.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
3.2: 12 h / -78 °C
4.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
5.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
7.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
8.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
10.1: 130 °C
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
12.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 12 steps
1.1: potassium hydride / diethyl ether; mineral oil / 1 h / 0 °C
1.2: 2 h / 20 °C
2.1: periodic acid / ethyl acetate
3.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
3.2: 12 h / -78 °C
4.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
5.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
6.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
7.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
8.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
10.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
12.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
6-ethyl-2,2,5-trimethyl-4H-1,3-dioxin-4-one
135425-66-0

6-ethyl-2,2,5-trimethyl-4H-1,3-dioxin-4-one

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -78 - 0 °C
1.2: 3 h / -78 - 20 °C
2.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
2.2: 12 h / -78 °C
3.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
4.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
6.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
7.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
9.1: 130 °C
10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
11.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / -78 - 0 °C
1.2: 3 h / -78 - 20 °C
2.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
2.2: 12 h / -78 °C
3.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
4.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
6.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
7.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
9.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
11.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(Z)-((4-ethylidene-2,2,5-trimethyl-4H-1,3-dioxin-6-yl)oxy)trimethylsilane

(Z)-((4-ethylidene-2,2,5-trimethyl-4H-1,3-dioxin-6-yl)oxy)trimethylsilane

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
1.2: 12 h / -78 °C
2.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
3.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
5.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
6.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
8.1: 130 °C
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
10.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 10 steps
1.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
1.2: 12 h / -78 °C
2.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
3.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
4.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
5.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
6.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
8.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
9.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
10.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
(4S,5R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylhept-2-yn-4-ol

(4S,5R)-5-((tert-butyldiphenylsilyl)oxy)-4-methylhept-2-yn-4-ol

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
2: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
4: 130 °C
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
6: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 6 steps
1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
2: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
4: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
6: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
tert-butyl(((2R,4R)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methoxy-2-methylpentyl)oxy)diphenylsilane

tert-butyl(((2R,4R)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methoxy-2-methylpentyl)oxy)diphenylsilane

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: periodic acid / ethyl acetate
2.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
2.2: 12 h / -78 °C
3.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
4.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
6.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
7.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
9.1: 130 °C
10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
11.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
Multi-step reaction with 11 steps
1.1: periodic acid / ethyl acetate
2.1: magnesium bromide ethyl etherate / dichloromethane / 0.17 h / -78 - -10 °C
2.2: 12 h / -78 °C
3.1: silver trifluoromethanesulfonate / dichloromethane; toluene / 1 h / 0 °C / Molecular sieve
4.1: hydrogen fluoride / acetonitrile / 12 h / 20 °C
5.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 20 °C
6.1: bis(cyclopentadienyl)titanium dichloride; 2-methylpropylmagnesium chloride
7.1: Dess-Martin periodane / dichloromethane; water / 0.08 h / 22 °C
8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 23 °C
9.1: chlorobenzene / 19.17 h / 23 - 150 °C / Inert atmosphere; Sonication
10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / -15 °C
11.1: acetonitrile; water; methanol / 38 h / 23 - 65 °C
View Scheme
2',4''-di-O-acetyl-6-O-methylerythromycin A
152235-55-7

2',4''-di-O-acetyl-6-O-methylerythromycin A

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: pyridine / dichloromethane / 8.5 h / -5 - 20 °C
2: water; hydrogenchloride / ethanol / 6 h / 20 °C
3: phosphorus pentoxide; dimethyl sulfoxide / dichloromethane / 4 h / 20 °C
4: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / 0 - 20 °C
5: water; acetonitrile / 24 h / 50 °C
View Scheme
clarithromycin
81103-11-9

clarithromycin

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: dichloromethane / 6 h / 20 °C
2: pyridine / dichloromethane / 8.5 h / -5 - 20 °C
3: water; hydrogenchloride / ethanol / 6 h / 20 °C
4: phosphorus pentoxide; dimethyl sulfoxide / dichloromethane / 4 h / 20 °C
5: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / 0 - 20 °C
6: water; acetonitrile / 24 h / 50 °C
View Scheme
2',4''-di-O-acetyl-11,12-carbonate-6-O-methylerythromycin

2',4''-di-O-acetyl-11,12-carbonate-6-O-methylerythromycin

telithromycin
191114-48-4

telithromycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: water; hydrogenchloride / ethanol / 6 h / 20 °C
2: phosphorus pentoxide; dimethyl sulfoxide / dichloromethane / 4 h / 20 °C
3: sodium hexamethyldisilazane / tetrahydrofuran / 4 h / 0 - 20 °C
4: water; acetonitrile / 24 h / 50 °C
View Scheme
telithromycin
191114-48-4

telithromycin

3’-N-desmethyltelithromycin
255918-52-6

3’-N-desmethyltelithromycin

Conditions
ConditionsYield
With N-iodo-succinimide In acetonitrile at 0 - 20℃;68%
Stage #1: telithromycin With N-iodo-succinimide In acetonitrile at 0 - 20℃;
Stage #2: With water; sodium thiosulfate In acetonitrile
68%
With N-iodo-succinimide In acetonitrile at 0 - 20℃; Inert atmosphere;68%
With N-iodo-succinimide In acetonitrile
telithromycin
191114-48-4

telithromycin

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-OH-3-oxo-erythronolide A 11,12-carbamate

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-OH-3-oxo-erythronolide A 11,12-carbamate

Conditions
ConditionsYield
Stage #1: telithromycin With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; Swern oxidation;
Stage #2: With methanol; silica gel at 65℃;
55%
Stage #1: telithromycin With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -50℃; for 0.5h;
Stage #2: With triethylamine In dichloromethane at -50 - 20℃;
Stage #3: With methanol at 20℃;
44%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

telithromycin
191114-48-4

telithromycin

C44H67N5O12S
957065-70-2

C44H67N5O12S

Conditions
ConditionsYield
With triethylamine In chloroform at 0 - 20℃; for 5h;
telithromycin
191114-48-4

telithromycin

C43H65N5O9
1384954-33-9

C43H65N5O9

Conditions
ConditionsYield
Stage #1: telithromycin With 1,1'-Thiocarbonyldiimidazole at 20℃;
Stage #2: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride
telithromycin
191114-48-4

telithromycin

C46H71N5O10
1384954-36-2

C46H71N5O10

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-iodo-succinimide / acetonitrile
2: sodium cyanoborohydride
View Scheme
telithromycin
191114-48-4

telithromycin

C46H71N5O9
1384954-35-1

C46H71N5O9

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-iodo-succinimide / acetonitrile
2: sodium cyanoborohydride
3: 1,1'-Thiocarbonyldiimidazole / 20 °C
View Scheme
telithromycin
191114-48-4

telithromycin

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-(N-t-butylcarbonate-N,O-isopropylidene isoserinate)-3-oxo-erythronolide A 11,12-carbamate

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-(N-t-butylcarbonate-N,O-isopropylidene isoserinate)-3-oxo-erythronolide A 11,12-carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -50 °C
1.2: -50 - 20 °C
1.3: 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane
View Scheme
telithromycin
191114-48-4

telithromycin

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-isoserinate-3-erythronolide A 11,12-carbamate

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-isoserinate-3-erythronolide A 11,12-carbamate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -50 °C
1.2: -50 - 20 °C
1.3: 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane
3.1: trifluoroacetic acid; water / 1 h / 0 °C
4.1: trifluoroacetic acid; dimethylsulfide / 1 h / 0 °C
View Scheme
telithromycin
191114-48-4

telithromycin

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-(N-dimethylisoserinate)-3-oxo-erythronolide A 11,12-carbamate

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-(N-dimethylisoserinate)-3-oxo-erythronolide A 11,12-carbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -50 °C
1.2: -50 - 20 °C
1.3: 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane
3.1: trifluoroacetic acid; water / 1 h / 0 °C
4.1: trifluoroacetic acid; dimethylsulfide / 1 h / 0 °C
5.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; water / 1 h
View Scheme
telithromycin
191114-48-4

telithromycin

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-allyl-3-oxo-erythronolide A 11,12-carbamate

11-N-[4-(4-pyridin-3-yl-imidazol-1-yl)butyl]-6-O-methyl-5-O-allyl-3-oxo-erythronolide A 11,12-carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -50 °C
1.2: -50 - 20 °C
1.3: 20 °C
2.1: palladium diacetate; triphenylphosphine / tetrahydrofuran / 24 h / Inert atmosphere; Reflux
View Scheme
telithromycin
191114-48-4

telithromycin

C43H63N5O12

C43H63N5O12

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -50 °C
1.2: -50 - 20 °C
1.3: 20 °C
2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane
3.1: trifluoroacetic acid; water / 1 h / 0 °C
View Scheme

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