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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

O-benzoylecgonine

Cas:519-09-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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

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

Benzoylecgonine

Cas:519-09-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

BENZOYLECGONINE Basic information Product Name: BENZOYLECGONINE Synonyms: BENZOYLECGONINE;1alphaH,5alphaH-Tropane-2beta-carboxylic acid, 3beta-hydroxy-, benzoate (e

TIANFU-CHEM BENZOYLECGONINE 519-09-5

Cas:519-09-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

BENZOYLECGONINE CAS 519-09-5

Cas:519-09-5

Min.Order:1 Kilogram

FOB Price: $70.0 / 90.0

Type:Trading Company

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

8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-methyl-, (1R,2R,3S,5S)- 519-09-5

Cas:519-09-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

BENZOYLECGONINE CAS:519-09-5 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 intermediat

BENZOYLECGONINE CAS:519-09-5

Cas:519-09-5

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

8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-methyl-, (1R,2R,3S,5S)-

Cas:519-09-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

BENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Kilogram

FOB Price: $50.0 / 100.0

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

8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-methyl-, (1R,2R,3S,5S)-

Cas:519-09-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

BENZOYLECGONINE

Cas:519-09-5

Min.Order:0 Metric Ton

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

8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-methyl-, (1R,2R,3S,5S)-

Cas:519-09-5

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

O-benzoylecgonine

Cas:519-09-5

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Buy Top QualityBENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

BENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

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

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

BENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Kilogram

Negotiable

Type:Other

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

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:1 Metric Ton

FOB Price: $1.0

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

Hangzhou Dingyan Chem Co., Ltd

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

Henan Allgreen Chemical Co.,Ltd

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

2,4,6-TRINITROTOLUENE (TNT)

Cas:519-09-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

BENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

BENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

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

1,we produce and sell good chemicals around the world.2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%.3,our staff consists of highly qualified in

BENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

8-Azabicyclo[3.2.1]octane-2-carboxylicacid, 3-(benzoyloxy)-8-methyl-, (1R,2R,3S,5S)-

Cas:519-09-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

HANGZHOU TIANYE CHEMICALS CO., LTD.

We product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:intermediate

BENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE Application:TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

TIANFUCHEM--High purity Rutin factory priceBENZOYLECGONINE

Cas:519-09-5

Min.Order:0

Negotiable

Type:Other

inquiry

Synthetic route

RTI-128
155748-84-8

RTI-128

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With sodium nitrite In acetic anhydride; acetic acid 1.) 0 deg C, 16 h, 2.) room temperature, 8 h;93%
(-)-cocaine hydrochloride
53-21-4

(-)-cocaine hydrochloride

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With ammonia; water86%
With dipotassium hydrogenphosphate; potassium dihydrogenphosphate In tetrahydrofuran; water at 80℃; for 3h;83%
With sodium hydroxide for 12h; Heating; Yield given;
Cocaine
50-36-2

Cocaine

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With water for 24h; Reflux;84%
With human carboxylesterase 1b, recombinant In aq. phosphate buffer at 37℃; for 1h; pH=7.4; Enzymatic reaction;
With water In 1,4-dioxane at 130℃; for 2h; Microwave irradiation;
benzoic acid anhydride
93-97-0

benzoic acid anhydride

ecgonine
481-37-8

ecgonine

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With acetone
With water at 100℃;
Cocaine
50-36-2

Cocaine

A

methanol
67-56-1

methanol

B

benzoic acid
65-85-0

benzoic acid

C

ecgonine
481-37-8

ecgonine

D

methyl ecgonine
7143-09-1

methyl ecgonine

E

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With hydrogenchloride In water at 70 - 90℃; Product distribution; Rate constant; Thermodynamic data; also in plasma and with other reagents ; ΔHa, ΔS(excit.), Arrhenius parameters;
Cocaine
50-36-2

Cocaine

A

methyl ecgonine
7143-09-1

methyl ecgonine

B

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
at 37℃; Rate constant; various pH from 6.9 to 10.4; I=0.1 M;
water
7732-18-5

water

benzoic acid anhydride
93-97-0

benzoic acid anhydride

ecgonine
481-37-8

ecgonine

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
at 100℃;
at 100℃;
water
7732-18-5

water

Cocaine
50-36-2

Cocaine

benzylecgonine
519-09-5

benzylecgonine

l-cocaine

l-cocaine

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
With water
Cocaine
50-36-2

Cocaine

A

methylecgonine benzoate

methylecgonine benzoate

B

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
cocE-pIX Enzyme kinetics; Enzymatic reaction;
cocE-pIII Enzyme kinetics; Enzymatic reaction;
cocE Enzyme kinetics; Enzymatic reaction;
anhydroecgonine hydrochloride
74242-55-0

anhydroecgonine hydrochloride

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 93 percent / H2 / Pd/C / methanol / 6.5 h / 3102.9 Torr / Ambient temperature
2: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
3: toluene / 24 h / Heating
4: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
5: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
6: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
7: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
8: 80 percent / 0.67 h / 105 - 110 °C
9: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
10: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
11: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
12: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
13: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 13 steps
1: 93 percent / H2 / Pd/C / methanol / 6.5 h / 3102.9 Torr / Ambient temperature
2: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
3: toluene / 24 h / Heating
4: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
5: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
6: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
7: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
8: 80 percent / 0.67 h / 105 - 110 °C
9: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
10: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
11: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
12: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
13: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 13 steps
1: 93 percent / H2 / Pd/C / methanol / 6.5 h / 3102.9 Torr / Ambient temperature
2: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
3: NaIO4 / H2O / 2 h / Ambient temperature
4: 57 percent / 75 °C / 0.08 - 0.1 Torr
5: 1.) 1-chloroethyl chloroformate, 3.) Et3N / 1.) toluene, reflux, 16 h, 2.) MeOH, reflux, 16 h, 3.) room temperature, 14 h
6: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
7: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
8: 80 percent / 0.67 h / 105 - 110 °C
9: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
10: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
11: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
12: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
13: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5S)-8-Methyl-2-phenylselanyl-8-aza-bicyclo[3.2.1]octane

(1R,5S)-8-Methyl-2-phenylselanyl-8-aza-bicyclo[3.2.1]octane

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: toluene / 24 h / Heating
2: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
3: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
4: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
5: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
6: 80 percent / 0.67 h / 105 - 110 °C
7: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
8: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
9: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
10: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
11: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 11 steps
1: toluene / 24 h / Heating
2: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
3: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
4: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
5: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
6: 80 percent / 0.67 h / 105 - 110 °C
7: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
8: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
9: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
10: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
11: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 11 steps
1: NaIO4 / H2O / 2 h / Ambient temperature
2: 57 percent / 75 °C / 0.08 - 0.1 Torr
3: 1.) 1-chloroethyl chloroformate, 3.) Et3N / 1.) toluene, reflux, 16 h, 2.) MeOH, reflux, 16 h, 3.) room temperature, 14 h
4: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
5: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
6: 80 percent / 0.67 h / 105 - 110 °C
7: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
8: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
9: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
10: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
11: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
C14H19NOSe
208038-05-5

C14H19NOSe

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 57 percent / 75 °C / 0.08 - 0.1 Torr
2: 1.) 1-chloroethyl chloroformate, 3.) Et3N / 1.) toluene, reflux, 16 h, 2.) MeOH, reflux, 16 h, 3.) room temperature, 14 h
3: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
4: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
5: 80 percent / 0.67 h / 105 - 110 °C
6: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
7: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
8: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
9: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
10: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5R)-8-Methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid; hydrochloride

(1R,5R)-8-Methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid; hydrochloride

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
2: toluene / 24 h / Heating
3: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
4: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
5: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
6: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
7: 80 percent / 0.67 h / 105 - 110 °C
8: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
9: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
10: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
11: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
12: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 12 steps
1: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
2: toluene / 24 h / Heating
3: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
4: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
5: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
6: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
7: 80 percent / 0.67 h / 105 - 110 °C
8: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
9: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
10: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
11: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
12: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 12 steps
1: 1.) (COCl)2, DMF, 2.) N-hydroxy-2-thiopyridone / 1.) CH2ClCH2Cl, room temperature, 12 h, 2.) CH2ClCH2Cl, room temperature, 1.5 h, 3.) CH2Cl2, irradiation, 0 deg C, 2 h
2: NaIO4 / H2O / 2 h / Ambient temperature
3: 57 percent / 75 °C / 0.08 - 0.1 Torr
4: 1.) 1-chloroethyl chloroformate, 3.) Et3N / 1.) toluene, reflux, 16 h, 2.) MeOH, reflux, 16 h, 3.) room temperature, 14 h
5: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
6: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
7: 80 percent / 0.67 h / 105 - 110 °C
8: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
9: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
10: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
11: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
12: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
tropidine
208037-81-4

tropidine

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1.) 1-chloroethyl chloroformate, 3.) Et3N / 1.) toluene, reflux, 16 h, 2.) MeOH, reflux, 16 h, 3.) room temperature, 14 h
2: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
3: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
4: 80 percent / 0.67 h / 105 - 110 °C
5: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
6: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
7: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
8: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
9: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-2-one
208037-76-7

(1R,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-2-one

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 96 percent / H2 / Pd/C / methanol / 5 h
2: 88 percent / methanol / 2 h / Ambient temperature
3: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
4: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
5: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
6: 80 percent / 0.67 h / 105 - 110 °C
7: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
8: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
9: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
10: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
11: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5S)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester
208037-78-9

(1R,5S)-8-azabicyclo[3.2.1]oct-2-ene-8-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
2: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
3: 80 percent / 0.67 h / 105 - 110 °C
4: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
5: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
6: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
7: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
8: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone
208037-77-8

(1R,5S)-8-(tert-butyloxycarbonyl)-8-azabicyclo[3.2.1]-2-octanone

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 88 percent / methanol / 2 h / Ambient temperature
2: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
3: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
4: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
5: 80 percent / 0.67 h / 105 - 110 °C
6: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
7: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
8: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
9: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
10: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(2R,5S)-5-[1'-(2'-methoxycarbonyl)ethyl]proline methyl ester
208037-73-4

(2R,5S)-5-[1'-(2'-methoxycarbonyl)ethyl]proline methyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 13 steps
1: 93 percent / Et3N / methanol / 14 h / Ambient temperature
2: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C
3: 87 percent / NaI / pyridine / 7.5 h
4: 88 percent / methanol / 2 h / Ambient temperature
5: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
6: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
7: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
8: 80 percent / 0.67 h / 105 - 110 °C
9: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
10: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
11: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
12: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
13: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 14 steps
1: 96 percent / K2CO3 / acetonitrile / 14 h / Ambient temperature
2: 90 percent / KHMDS / tetrahydrofuran / 1 h / -78 °C
3: 90 percent / NaI / pyridine / 8 h / Heating
4: 96 percent / H2 / Pd/C / methanol / 5 h
5: 88 percent / methanol / 2 h / Ambient temperature
6: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
7: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
8: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
9: 80 percent / 0.67 h / 105 - 110 °C
10: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
11: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
12: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
13: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
14: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(2R,5S)-5-(2-Carboxy-ethyl)-pyrrolidine-2-carboxylic acid tert-butyl ester
208037-72-3

(2R,5S)-5-(2-Carboxy-ethyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 95 percent / AcCl / 14 h / Heating
2: 93 percent / Et3N / methanol / 14 h / Ambient temperature
3: 85 percent / KHMDS / tetrahydrofuran / 6 h / -78 °C
4: 87 percent / NaI / pyridine / 7.5 h
5: 88 percent / methanol / 2 h / Ambient temperature
6: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
7: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
8: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
9: 80 percent / 0.67 h / 105 - 110 °C
10: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
11: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
12: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
13: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
14: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Multi-step reaction with 15 steps
1: 95 percent / AcCl / 14 h / Heating
2: 96 percent / K2CO3 / acetonitrile / 14 h / Ambient temperature
3: 90 percent / KHMDS / tetrahydrofuran / 1 h / -78 °C
4: 90 percent / NaI / pyridine / 8 h / Heating
5: 96 percent / H2 / Pd/C / methanol / 5 h
6: 88 percent / methanol / 2 h / Ambient temperature
7: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
8: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
9: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
10: 80 percent / 0.67 h / 105 - 110 °C
11: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
12: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
13: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
14: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
15: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2R,3S,5S)-2-cyano-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
208037-85-8

(1R,2R,3S,5S)-2-cyano-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
2: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
3: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
4: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
5: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
methyl 8-benzyl-2-hydroxy-8-azabicyclo[3.2.1]oct-2-ene-3-carboxylate
208037-75-6

methyl 8-benzyl-2-hydroxy-8-azabicyclo[3.2.1]oct-2-ene-3-carboxylate

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 90 percent / NaI / pyridine / 8 h / Heating
2: 96 percent / H2 / Pd/C / methanol / 5 h
3: 88 percent / methanol / 2 h / Ambient temperature
4: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
5: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
6: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
7: 80 percent / 0.67 h / 105 - 110 °C
8: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
9: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
10: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
11: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
12: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
Benzoic acid (1R,2R,3S,5S)-2-carbamoyl-8-aza-bicyclo[3.2.1]oct-3-yl ester
208037-88-1

Benzoic acid (1R,2R,3S,5S)-2-carbamoyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
2: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2R,3S,5S)-2-Carbamoyl-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
208037-86-9

(1R,2R,3S,5S)-2-Carbamoyl-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
2: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
3: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
4: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2S,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
208037-82-5

(1R,2S,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
2: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
3: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
4: 80 percent / 0.67 h / 105 - 110 °C
5: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
6: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
7: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
8: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
9: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2R,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
208038-13-5

(1R,2R,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
2: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
3: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
4: 80 percent / 0.67 h / 105 - 110 °C
5: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
6: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
7: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
8: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
9: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2S,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid 1-chloro-ethyl ester
208037-92-7

(1R,2S,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid 1-chloro-ethyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
2: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
3: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
4: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
5: 80 percent / 0.67 h / 105 - 110 °C
6: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
7: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
8: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
9: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
10: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,2R,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid 1-chloro-ethyl ester

(1R,2R,5S)-2-Phenylselanyl-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid 1-chloro-ethyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 2.) Et3N / 1.) MeOH, reflux, 2 h, 2.) MeOH, room temperature, 15 h
2: 91 percent / NaIO4 / tetrahydrofuran; H2O / 2 h / Ambient temperature
3: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
4: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
5: 80 percent / 0.67 h / 105 - 110 °C
6: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
7: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
8: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
9: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
10: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
(1R,5S)-2-Hydroxy-8-aza-bicyclo[3.2.1]oct-2-ene-3,8-dicarboxylic acid 8-tert-butyl ester 3-methyl ester
208037-90-5

(1R,5S)-2-Hydroxy-8-aza-bicyclo[3.2.1]oct-2-ene-3,8-dicarboxylic acid 8-tert-butyl ester 3-methyl ester

benzylecgonine
519-09-5

benzylecgonine

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 87 percent / NaI / pyridine / 7.5 h
2: 88 percent / methanol / 2 h / Ambient temperature
3: 70 percent / NaH / toluene / 1.) room temperature, 30 min, 2.) reflux, 5 h
4: 78 percent / Na2CO3*H2O / tetrahydrofuran; H2O / 16 h
5: 96 percent / aq. NaOH / ethanol / 1.) 0 deg C, 1 h, 2.) room temperature, 1.5 h
6: 80 percent / 0.67 h / 105 - 110 °C
7: 94 percent / Na2CO3, aq. H2O2 / H2O / 24 h / Ambient temperature
8: 96 percent / DMAP / CH2Cl2 / 12 h / Ambient temperature
9: 90 percent / TFA / CH2Cl2 / 1 h / Ambient temperature
10: 75 percent / NaBH3CN / acetonitrile / 1 h / Ambient temperature
11: 93 percent / NaNO2 / acetic acid; acetic anhydride / 1.) 0 deg C, 16 h, 2.) room temperature, 8 h
View Scheme
benzylecgonine
519-09-5

benzylecgonine

Cocaine
50-36-2

Cocaine

Conditions
ConditionsYield
In dichloromethane95%
benzylecgonine
519-09-5

benzylecgonine

trimethyleneglycol
504-63-2

trimethyleneglycol

1-hydroxy-3-propyl benzoylecgonine

1-hydroxy-3-propyl benzoylecgonine

Conditions
ConditionsYield
Stage #1: benzylecgonine With 1,1'-carbonyldiimidazole In dichloromethane at 20℃;
Stage #2: trimethyleneglycol In DMF (N,N-dimethyl-formamide); dichloromethane at 20℃;
95%
Stage #1: benzylecgonine With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 24h;
Stage #2: trimethyleneglycol In dichloromethane
Stage #1: benzylecgonine With 1,1'-carbonyldiimidazole In dichloromethane for 22h;
Stage #2: trimethyleneglycol In dichloromethane at 20℃; for 6h;
propan-1-ol
71-23-8

propan-1-ol

benzylecgonine
519-09-5

benzylecgonine

RTI 13
64091-46-9

RTI 13

Conditions
ConditionsYield
With hydrogenchloride at 0℃; for 48h;83%
ethyl iodide
75-03-6

ethyl iodide

benzylecgonine
519-09-5

benzylecgonine

cocaethylene
529-38-4

cocaethylene

Conditions
ConditionsYield
With N,N,N,N,-tetramethylethylenediamine In dichloromethane for 72h; Ambient temperature;72%
With ethanol at 100℃; im Rohr;
benzyl 6-bromohexanoate
78277-26-6

benzyl 6-bromohexanoate

benzylecgonine
519-09-5

benzylecgonine

(1R,2R,3S,5S)-3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-benzyloxycarbonyl-pentyl ester
173443-26-0

(1R,2R,3S,5S)-3-Benzoyloxy-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid 5-benzyloxycarbonyl-pentyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 80℃;72%
6-amino-hexanoic acid benzyl ester toluene-4-sulfonic acid
5514-99-8

6-amino-hexanoic acid benzyl ester toluene-4-sulfonic acid

benzylecgonine
519-09-5

benzylecgonine

(1R,2R,3S,5S)-2-((6-(benzyloxy)-6-oxohexyl)carbamoyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate

(1R,2R,3S,5S)-2-((6-(benzyloxy)-6-oxohexyl)carbamoyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl benzoate

Conditions
ConditionsYield
Stage #1: 6-amino-hexanoic acid benzyl ester toluene-4-sulfonic acid; benzylecgonine With dmap In dichloromethane for 1.5h; Inert atmosphere; Cooling with ice;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 96h; Inert atmosphere;
71%
t-butyl (RS)-phenylalaninate
16367-71-8

t-butyl (RS)-phenylalaninate

benzylecgonine
519-09-5

benzylecgonine

Benzoic acid (1R,2R,3S,5S)-2-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Benzoic acid (1R,2R,3S,5S)-2-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Conditions
ConditionsYield
With benzotriazol-1-yl-oxy-tris-pyrrolidinophosphonium; triethylamine In dichloromethane for 12h; Ambient temperature;65%
ethanol
64-17-5

ethanol

benzylecgonine
519-09-5

benzylecgonine

cocaethylene
529-38-4

cocaethylene

Conditions
ConditionsYield
Stage #1: benzylecgonine With oxalyl dichloride at 20℃; for 0.333333h;
Stage #2: ethanol at 20℃; for 12h;
60%
With hydrogenchloride
With hydrogenchloride at 0℃; for 48h;
diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

benzylecgonine
519-09-5

benzylecgonine

A

Benzoic acid (1R,2R,3S,5S)-2-(N,N'-diisopropyl-carbamimidoyloxycarbonyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Benzoic acid (1R,2R,3S,5S)-2-(N,N'-diisopropyl-carbamimidoyloxycarbonyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

B

Benzoic acid (1R,2R,3S,5S)-2-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Benzoic acid (1R,2R,3S,5S)-2-(1-tert-butoxycarbonyl-2-phenyl-ethylcarbamoyl)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl ester

Conditions
ConditionsYield
With t-butyl (RS)-phenylalaninate In dichloromethane Ambient temperature;A 58%
B 15%
t-butyl (RS)-phenylalaninate
16367-71-8

t-butyl (RS)-phenylalaninate

benzylecgonine
519-09-5

benzylecgonine

(S)-N-benzoylphenylalanine tert-butyl ester
109309-90-2

(S)-N-benzoylphenylalanine tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;34%
benzylecgonine
519-09-5

benzylecgonine

3β-(benzoyloxy)-2β-(hydroxymethyl)-8-methyl-8-azabicyclo<3.2.1>octane
137718-56-0

3β-(benzoyloxy)-2β-(hydroxymethyl)-8-methyl-8-azabicyclo<3.2.1>octane

Conditions
ConditionsYield
With B2H6-THF In tetrahydrofuran at 0 - 20℃; for 3h;31%
methanol
67-56-1

methanol

benzylecgonine
519-09-5

benzylecgonine

Cocaine
50-36-2

Cocaine

Conditions
ConditionsYield
With hydrogenchloride
Isobutyl iodide
513-38-2

Isobutyl iodide

benzylecgonine
519-09-5

benzylecgonine

(1R)-3exo-benzoyloxy-tropane-2exo-carboxylic acid isobutyl ester

(1R)-3exo-benzoyloxy-tropane-2exo-carboxylic acid isobutyl ester

Conditions
ConditionsYield
With 2-methyl-propan-1-ol at 95℃; im Rohr;
1-iodo-propane
107-08-4

1-iodo-propane

benzylecgonine
519-09-5

benzylecgonine

RTI 13
64091-46-9

RTI 13

Conditions
ConditionsYield
With propan-1-ol at 95℃; im Rohr;
ethylene dibromide
106-93-4

ethylene dibromide

benzylecgonine
519-09-5

benzylecgonine

3-benzoyloxy-tropane-2-carboxylic acid-(2-bromo-ethyl ester)

3-benzoyloxy-tropane-2-carboxylic acid-(2-bromo-ethyl ester)

Conditions
ConditionsYield
With ethanol at 95℃; im Rohr; O-benzoyl-l-ecgonine-<β-bromo-ethyl ester>;
benzylecgonine
519-09-5

benzylecgonine

methyl iodide
74-88-4

methyl iodide

Cocaine
50-36-2

Cocaine

Conditions
ConditionsYield
With methanol at 100℃; im Rohr;
With methanol; sodium methylate at 100℃; im Rohr;
benzylecgonine
519-09-5

benzylecgonine

(+)-pseudoecgonine
481-38-9

(+)-pseudoecgonine

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide
benzylecgonine
519-09-5

benzylecgonine

ecgonine
481-37-8

ecgonine

Conditions
ConditionsYield
With hydrogenchloride
benzylecgonine
519-09-5

benzylecgonine

2-β-benzamido-3β-tropanol

2-β-benzamido-3β-tropanol

Conditions
ConditionsYield
With thionyl chloride Behandeln des Reaktionsprodukts mit NaN3 in H2O, Erwaermen mit wss. HCl und anschliessendes Behandeln mit wss. NaOH;
benzylecgonine
519-09-5

benzylecgonine

benzoylnorecgonine
41889-45-6

benzoylnorecgonine

Conditions
ConditionsYield
With potassium permanganate; sodium carbonate
2-(4-nitrophenyl)ethanol
100-27-6

2-(4-nitrophenyl)ethanol

benzylecgonine
519-09-5

benzylecgonine

3β-(benzoyloxy)-8-methyl-8-azabicyclo<3.2.1>octane-2β-carboxylic acid (p-nitrophenyl)ethyl ester
137819-59-1

3β-(benzoyloxy)-8-methyl-8-azabicyclo<3.2.1>octane-2β-carboxylic acid (p-nitrophenyl)ethyl ester

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole 1.) CH2Cl2, RT, 6 h, 2.) acetone, reflux, 3 h; Yield given. Multistep reaction;
2-phenylethanol
60-12-8

2-phenylethanol

benzylecgonine
519-09-5

benzylecgonine

RTI 53
137718-50-4

RTI 53

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole 1.) CH2Cl2, RT, 6 h, 2.) acetone, reflux, 3 h; Yield given. Multistep reaction;
methylamine
74-89-5

methylamine

benzylecgonine
519-09-5

benzylecgonine

3β-(benzoyloxy)-8-methyl-8-azabicyclo<3.2.1>octane-2β-carboxylic acid N-methylamide
137819-57-9

3β-(benzoyloxy)-8-methyl-8-azabicyclo<3.2.1>octane-2β-carboxylic acid N-methylamide

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole 1.) CH2Cl2, RT, 1 h, 2.) CH2Cl2, 3 h; Yield given. Multistep reaction;
benzyl alcohol
100-51-6

benzyl alcohol

benzylecgonine
519-09-5

benzylecgonine

RTI 52
137718-48-0

RTI 52

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole 1.) CH2Cl2, RT, 6 h, 2.) acetone, reflux, 3 h; Yield given. Multistep reaction;
benzylecgonine
519-09-5

benzylecgonine

benzoylecgonine acid chloride
61194-36-3

benzoylecgonine acid chloride

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride at 0℃; for 4h;
With oxalyl dichloride In dichloromethane for 1h; Ambient temperature;
With oxalyl dichloride for 0.25h; Substitution;

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