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Kono Chem Co.,Ltd

Specifications CAS No.: 65-19-0 Other Names: Horny Goat Weed Extract MF: C21H27ClN2O3

Yohimbine 99%

Cas:146-48-5

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Xian Changyue Biological Technology Co., Ltd.

1.Quick details: [Name of Product]Yohimbe P.E. [Latin Name]Corynante Yohimbe L. [Plant Origin and Distribution] Yohimbine, is a plant produced in West Africa, which is extract from the bark of a proposed alkaloid, is an evergreen plant come from

Greenutra Resource Inc

Yohimbine Extract Product Name: yohimbe extract Plant original: Pausinystalia Yohimbe Specifications: 8~98% Yohimbine HCl by HPLC Molecular Formula: C21H27ClN2O Molecular Mass: 390.904 CAS No: 65-19-0 Quality

Pure Yohimbine Extract

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $18.0

Type:Trading Company

inquiry

Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem’s R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantiti

Yohimbine

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Yohimbine 8% supplier in China

Cas:146-48-5

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Jinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shangha

CAS 146-48-5 Yohimbine Hydrochloride Powder

Cas:146-48-5

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

Hebei yanxi chemical co.,LTD.

Hebei yanxi chemical co., LTD is a professional research, development and production 2-phenylacetamide enterprise backbone members by local well-known entrepreneurs and professional senior engineers in the party's "low carbon environ

Yohimbine 99%

Cas:146-48-5

Min.Order:100 Gram

FOB Price: $2.0

Type:Manufacturers

inquiry

Wuhan Fortuna Chemical Co.,Ltd

Best service,high quality and cheap price. Appearance:White crystalline powder Storage: in cool dry container Package:25kg/drum,1kg/bag Application:Mainly used in medicine, health food, tobacco, cosmetics raw materials or auxiliary materials, etc T

Yohimbine

Cas:146-48-5

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Xi'an Quanao Biotech Co., Ltd.

We are: Focus on the research, production and sale of Plant and Animal extract, Medical intermediate, complete coverage six industries. Product grade: Medicine, Health care product, Cosmetics, Food,Feed, Biopesticide. Hot selling market: Europe,

Best Price Yohimbe Bark Extract Yohimbine Powder 10:1

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $14.7 / 19.7

Type:Manufacturers

inquiry

Henan Allgreen Chemical Co.,Ltd

17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester Basic information Product Name: 17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester Synonyms:

146-48-517alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester

Cas:146-48-5

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 Yohimbine

Cas:146-48-5

Min.Order:1

Negotiable

Type:Other

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality 4Yohimbine

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

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

Yohimbine (base and/or unspecified salts)

Cas:146-48-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. High quality and competitive price: 1) Standard: BP/USP/EP/ enterprise standard 2) All purity 鈮 9% 3) We are manufacturers and can provide high quality products at factory prices. 2. Fast and safe delivery 1) The package can

Yohimbine Is Antidepressant Drugs CAS: 146-48-5

Cas:146-48-5

Min.Order:1 Metric Ton

FOB Price: $5.0 / 10.0

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

Pharmaceutical Grade CAS 146-48-5 with competitive price

Cas:146-48-5

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 We can also provide MT1 peptide powder 2. Fact

17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl esterCAS146-48-5

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $3.0 / 5.0

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:Powder Storage:Store in sealed containers at cool & dry plac

High quality Yohimbine CAS:146-48-5

Cas:146-48-5

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

Hanways Supply Hot Yohimbe Extract Powder Yohimbe HCl Yohimbine Hydrochloride

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $200.0 / 400.0

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

Yohimban-16-carboxylicacid, 17-hydroxy-, methyl ester, (16a,17a)- 146-48-5

Cas:146-48-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the

Yohimban-16-carboxylicacid, 17-hydroxy-, methyl ester, (16a,17a)-/ LIDE PHARMA- Factory supply / Best price

Cas:146-48-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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 present

High Valued Chemical Organic Compound Yohimbine CAS 146-48-5

Cas:146-48-5

Min.Order:1 Kilogram

FOB Price: $10.0 / 100.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Yohimbine CAS: 146-48-5 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 intermediates, s

Yohimbine CAS: 146-48-5

Cas:146-48-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Terui OP New Material Technology Co., Ltd.

We have overseas warehouses in California, New Laredo Mexico, Vancouver Canada, Amsterdam Netherlands, and Melbourne Australia. Overseas warehouses can provide some of the best-selling products. We look forward to the cooperation of local powerful d

Yohimbine 99% pure

Cas:146-48-5

Min.Order:1 Metric Ton

Negotiable

Type:Trading Company

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

Yohimban-16-carboxylicacid, 17-hydroxy-, methyl ester, (16a,17a)-

Cas:146-48-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Lonwin Chemical Group Limited

17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester CAS: 146-48-5 Specification tests specifications results assay 95.5% to 99.0% 99.0% appearance

Factory supply 17alpha-Hydroxy-yohimban-16alpha-carboxylic acid methyl ester

Cas:146-48-5

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Leader Biochemical Group

PRODUCT DETAILS Yohimbine Basic information Overview Information Effectiveness Side Effects Product Name: Yohimbine Synonyms: yohimbine;YOHIMBINE, C-;17alpha-Hyd

China Largest Manufacturer factory Supply Yohimbe HCl CAS 146-48-5

Cas:146-48-5

Min.Order:500 Kilogram

FOB Price: $1.0 / 2.0

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

Yohimban-16-carboxylicacid, 17-hydroxy-, methyl ester, (16a,17a)-

Cas:146-48-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

Product Detail Minimum Order Qty. 10 Gram

High Quality Natural Plant Extracts Yohimbine For Men Sex Enhancer CAS NO.146-48-5

Cas:146-48-5

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Chengdu Biopurify Phytochemicals Ltd.

Chengdu Biopurify Phytochemicals Ltd. is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medic

Yohimbine

Cas:146-48-5

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

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

YOHIMBE BARK EXTRACT POWDER

Cas:146-48-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(1R,2S,4aR,13bS,14aS)-methyl-2-hydroxy-1,2,4a,5,7,8,13,13b,14,14a-decahydroindolo[2',3':3,4]pyrido-[1,2-b]isoquinoline-1-carboxylate
1011533-78-0

(1R,2S,4aR,13bS,14aS)-methyl-2-hydroxy-1,2,4a,5,7,8,13,13b,14,14a-decahydroindolo[2',3':3,4]pyrido-[1,2-b]isoquinoline-1-carboxylate

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With 10% Pd/C; hydrogen In ethyl acetate for 14h;100%
With palladium 10% on activated carbon; hydrogen In ethyl acetate under 760.051 Torr; for 15h;100%
(+)-yohimbinone
2671-57-0

(+)-yohimbinone

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at -78℃; for 0.5h;86%
With sodium tetrahydroborate In isopropyl alcohol Product distribution; Reduction;
C23H29N3O4

C23H29N3O4

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0166667h; Reagent/catalyst; Temperature; Microwave irradiation; stereospecific reaction;74%
C25H33N3O4

C25H33N3O4

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0833333h; Microwave irradiation; stereospecific reaction;62%
C28H31N3O4

C28H31N3O4

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0166667h; Microwave irradiation; stereospecific reaction;59%
4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester
23943-82-0, 25181-38-8

4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0166667h; Time; Microwave irradiation; stereospecific reaction;50%
C28H31N3O4

C28H31N3O4

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0166667h; Microwave irradiation; stereospecific reaction;32%
C25H33N3O4

C25H33N3O4

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid at 160℃; for 0.0833333h; Microwave irradiation; stereospecific reaction;17%
17α-hydroxy-16α-methoxycarbonyl-yohimba-3,5-dienium; perchlorate

17α-hydroxy-16α-methoxycarbonyl-yohimba-3,5-dienium; perchlorate

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate
17α-hydroxy-16α-methoxycarbonyl-yohimb-3-enium; perchlorate

17α-hydroxy-16α-methoxycarbonyl-yohimb-3-enium; perchlorate

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid; zinc
yohimbinic acid
522-87-2

yohimbinic acid

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With hydrogenchloride; methanol
corynanthine
483-10-3

corynanthine

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With potassium hydroxide Behandeln des Reaktionsprodukts mit methanol.HCl;
(+)-3,14-didehydroyohimbine
90362-85-9

(+)-3,14-didehydroyohimbine

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

14α-benzoyloxypseudoyohimbine
90362-87-1, 90410-87-0

14α-benzoyloxypseudoyohimbine

B

14β-benzoyloxyyohimbine
90362-87-1, 90410-87-0

14β-benzoyloxyyohimbine

C

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With sodium tetrahydroborate Yield given. Multistep reaction. Yields of byproduct given;
(-)-Δ15,16-didehydroyohimbinone
51598-49-3

(-)-Δ15,16-didehydroyohimbinone

A

β-yohimbine
549-84-8

β-yohimbine

B

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In methanol at 10 - 15℃;A 47 mg
B 25 mg
(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
94992-42-4

(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

A

(+)-3,14-didehydroyohimbine
90362-85-9

(+)-3,14-didehydroyohimbine

B

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester
71748-23-7

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester

C

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester
36193-50-7

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester

D

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With sodium methylate In methanol for 0.666667h; Heating; Further byproducts given. Title compound not separated from byproducts;A 16 % Spectr.
B 27 % Spectr.
C 22 % Spectr.
D 18 % Spectr.
(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
94992-42-4

(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

A

3,4,5,6-tetradehydroyohimbine

3,4,5,6-tetradehydroyohimbine

B

(+)-3,14-didehydroyohimbine
90362-85-9

(+)-3,14-didehydroyohimbine

C

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester
71748-23-7

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester

D

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester
36193-50-7

17-hydroxy-2-methoxy-17,18-cyclo-corynox-1-ene-16-carboxylic acid methyl ester

E

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With sodium methylate In methanol for 0.666667h; Product distribution; Equilibrium constant; Mechanism; Heating; solvolysis by KOH, MeOH, NaOMe;A 17 % Spectr.
B 16 % Spectr.
C 27 % Spectr.
D 22 % Spectr.
E 18 % Spectr.
(+)-pseudoyohimbin

(+)-pseudoyohimbin

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With hydrogen bromide; acetic acid Behandeln des Reaktionsprodukts mit Diazomethan in Methanol und Aether;
water
7732-18-5

water

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

acetic acid
64-19-7

acetic acid

pseudoyohimbine
84-37-7

pseudoyohimbine

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit Diazomethan in Methanol und Aether;
ethanol
64-17-5

ethanol

corynanthine
483-10-3

corynanthine

KOH

KOH

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit methanol.HCl;
pseudoyohimbine
84-37-7

pseudoyohimbine

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
With acetic acid for 96h; Isomerization; epimerisation; Heating;
With acetic acid for 48h; Heating;
diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

yohimbinic acid
522-87-2

yohimbinic acid

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
In methanol1.8 mg
secologanin
19351-63-4

secologanin

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: pyridine / 12 h
2: TFA / tetrahydrofuran / 1 h / Heating
3: NaOMe / methanol / 12 h
4: 70 percent / β-glucosidase / H2O / 96 h / 37 °C / pH 7.0
5: 85 percent / NaCNBH3 / methanol / 48 h
6: 75 percent / aq. HCl / acetone / 2 h / Heating
7: 100 percent / H2 / Pd/C / methanol
8: DMSO; Ac2O / 16 h
9: NaBH4 / propan-2-ol / 20 h
10: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 9 steps
1.1: pyridine / 12 h
2.1: TFA / 1 h / 13 °C / Heating
3.1: NaOMe / methanol / 12 h
4.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
5.1: methanol
5.2: 85 percent / NaCNBH3 / methanol
6.1: 75 percent / HCl (10 percent) / 2 h / Heating
7.1: hydrogen / PtO2 / ethanol / 24 h
8.1: DMSO; Ac2O
9.1: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 10 steps
1.1: pyridine / 12 h
2.1: TFA / 1 h / 13 °C / Heating
3.1: NaOMe / methanol / 12 h
4.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
5.1: methanol
5.2: 85 percent / NaCNBH3 / methanol
6.1: 75 percent / HCl (10 percent) / 2 h / Heating
7.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
8.1: DMSO; Ac2O / 16 h
9.1: NaBH4 / propan-2-ol / 20 h
10.1: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 10 steps
1.1: pyridine / 12 h
2.1: TFA / 1 h / 13 °C / Heating
3.1: NaOMe / methanol / 12 h
4.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
5.1: methanol
5.2: 85 percent / NaCNBH3 / methanol
6.1: 75 percent / HCl (10 percent) / 2 h / Heating
7.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
8.1: AcOH / 96 h / Heating
9.1: DMSO; Ac2O
10.1: NaBH4 / propan-2-ol
View Scheme
O,O,O,O-tetraacetylsecologaninn
27856-66-2

O,O,O,O-tetraacetylsecologaninn

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: TFA / tetrahydrofuran / 1 h / Heating
2: NaOMe / methanol / 12 h
3: 70 percent / β-glucosidase / H2O / 96 h / 37 °C / pH 7.0
4: 85 percent / NaCNBH3 / methanol / 48 h
5: 75 percent / aq. HCl / acetone / 2 h / Heating
6: 100 percent / H2 / Pd/C / methanol
7: DMSO; Ac2O / 16 h
8: NaBH4 / propan-2-ol / 20 h
9: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 8 steps
1.1: TFA / 1 h / 13 °C / Heating
2.1: NaOMe / methanol / 12 h
3.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
4.1: methanol
4.2: 85 percent / NaCNBH3 / methanol
5.1: 75 percent / HCl (10 percent) / 2 h / Heating
6.1: hydrogen / PtO2 / ethanol / 24 h
7.1: DMSO; Ac2O
8.1: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 9 steps
1.1: TFA / 1 h / 13 °C / Heating
2.1: NaOMe / methanol / 12 h
3.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
4.1: methanol
4.2: 85 percent / NaCNBH3 / methanol
5.1: 75 percent / HCl (10 percent) / 2 h / Heating
6.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
7.1: DMSO; Ac2O / 16 h
8.1: NaBH4 / propan-2-ol / 20 h
9.1: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 9 steps
1.1: TFA / 1 h / 13 °C / Heating
2.1: NaOMe / methanol / 12 h
3.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
4.1: methanol
4.2: 85 percent / NaCNBH3 / methanol
5.1: 75 percent / HCl (10 percent) / 2 h / Heating
6.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
7.1: AcOH / 96 h / Heating
8.1: DMSO; Ac2O
9.1: NaBH4 / propan-2-ol
View Scheme
Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-2-(β-D-glucopyranosyloxy)-3,4-dihydro-3-vinyl-2H-pyran-5-carboxylate
79409-45-3

Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-2-(β-D-glucopyranosyloxy)-3,4-dihydro-3-vinyl-2H-pyran-5-carboxylate

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 70 percent / β-glucosidase / H2O / 96 h / 37 °C / pH 7.0
2: 85 percent / NaCNBH3 / methanol / 48 h
3: 75 percent / aq. HCl / acetone / 2 h / Heating
4: 100 percent / H2 / Pd/C / methanol
5: DMSO; Ac2O / 16 h
6: NaBH4 / propan-2-ol / 20 h
7: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 6 steps
1.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
2.1: methanol
2.2: 85 percent / NaCNBH3 / methanol
3.1: 75 percent / HCl (10 percent) / 2 h / Heating
4.1: hydrogen / PtO2 / ethanol / 24 h
5.1: DMSO; Ac2O
6.1: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 7 steps
1.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
2.1: methanol
2.2: 85 percent / NaCNBH3 / methanol
3.1: 75 percent / HCl (10 percent) / 2 h / Heating
4.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
5.1: DMSO; Ac2O / 16 h
6.1: NaBH4 / propan-2-ol / 20 h
7.1: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 7 steps
1.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
2.1: methanol
2.2: 85 percent / NaCNBH3 / methanol
3.1: 75 percent / HCl (10 percent) / 2 h / Heating
4.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
5.1: AcOH / 96 h / Heating
6.1: DMSO; Ac2O
7.1: NaBH4 / propan-2-ol
View Scheme
Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-3,4-dihydro-2-(2,3,4,6-tetraacetyl-β-D-glucopyranosyloxy)-3-vinyl-2H-pyran-5-carboxylate
79409-46-4

Methyl (2S,3R,4S)-4-(1,3-Dioxolan-2-ylmethyl)-3,4-dihydro-2-(2,3,4,6-tetraacetyl-β-D-glucopyranosyloxy)-3-vinyl-2H-pyran-5-carboxylate

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: NaOMe / methanol / 12 h
2: 70 percent / β-glucosidase / H2O / 96 h / 37 °C / pH 7.0
3: 85 percent / NaCNBH3 / methanol / 48 h
4: 75 percent / aq. HCl / acetone / 2 h / Heating
5: 100 percent / H2 / Pd/C / methanol
6: DMSO; Ac2O / 16 h
7: NaBH4 / propan-2-ol / 20 h
8: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 7 steps
1.1: NaOMe / methanol / 12 h
2.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
3.1: methanol
3.2: 85 percent / NaCNBH3 / methanol
4.1: 75 percent / HCl (10 percent) / 2 h / Heating
5.1: hydrogen / PtO2 / ethanol / 24 h
6.1: DMSO; Ac2O
7.1: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 8 steps
1.1: NaOMe / methanol / 12 h
2.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
3.1: methanol
3.2: 85 percent / NaCNBH3 / methanol
4.1: 75 percent / HCl (10 percent) / 2 h / Heating
5.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
6.1: DMSO; Ac2O / 16 h
7.1: NaBH4 / propan-2-ol / 20 h
8.1: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 8 steps
1.1: NaOMe / methanol / 12 h
2.1: 70 percent / β-glucosidase / 96 h / 37 °C / pH 7.0
3.1: methanol
3.2: 85 percent / NaCNBH3 / methanol
4.1: 75 percent / HCl (10 percent) / 2 h / Heating
5.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
6.1: AcOH / 96 h / Heating
7.1: DMSO; Ac2O
8.1: NaBH4 / propan-2-ol
View Scheme
17-oxo-yohimbane-16-carboxylic acid methyl ester
114030-03-4

17-oxo-yohimbane-16-carboxylic acid methyl ester

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4 / propan-2-ol / 20 h
2: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: NaBH4 / propan-2-ol / 20 h
2: AcOH / 96 h / Heating
View Scheme
(1R,2R,6R)-2-[1,3]Dioxolan-2-ylmethyl-3-formyl-6-hydroxy-cyclohex-3-enecarboxylic acid methyl ester
120132-02-7

(1R,2R,6R)-2-[1,3]Dioxolan-2-ylmethyl-3-formyl-6-hydroxy-cyclohex-3-enecarboxylic acid methyl ester

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 85 percent / NaCNBH3 / methanol / 48 h
2: 75 percent / aq. HCl / acetone / 2 h / Heating
3: 100 percent / H2 / Pd/C / methanol
4: DMSO; Ac2O / 16 h
5: NaBH4 / propan-2-ol / 20 h
6: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 5 steps
1.1: methanol
1.2: 85 percent / NaCNBH3 / methanol
2.1: 75 percent / HCl (10 percent) / 2 h / Heating
3.1: hydrogen / PtO2 / ethanol / 24 h
4.1: DMSO; Ac2O
5.1: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 6 steps
1.1: methanol
1.2: 85 percent / NaCNBH3 / methanol
2.1: 75 percent / HCl (10 percent) / 2 h / Heating
3.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
4.1: DMSO; Ac2O / 16 h
5.1: NaBH4 / propan-2-ol / 20 h
6.1: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 6 steps
1.1: methanol
1.2: 85 percent / NaCNBH3 / methanol
2.1: 75 percent / HCl (10 percent) / 2 h / Heating
3.1: 100 percent / hydrogen / Pd/C / methanol / 12 h
4.1: AcOH / 96 h / Heating
5.1: DMSO; Ac2O
6.1: NaBH4 / propan-2-ol
View Scheme
(-)-3-iso-19,20-dehydro-β-yohimbine
295790-93-1

(-)-3-iso-19,20-dehydro-β-yohimbine

Yohimbine
146-48-5

Yohimbine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / H2 / Pd/C / methanol
2: DMSO; Ac2O / 16 h
3: NaBH4 / propan-2-ol / 20 h
4: glacial acetic acid / 48 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: hydrogen / PtO2 / ethanol / 24 h
2: DMSO; Ac2O
3: NaBH4 / propan-2-ol
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / hydrogen / Pd/C / methanol / 12 h
2: DMSO; Ac2O / 16 h
3: NaBH4 / propan-2-ol / 20 h
4: AcOH / 96 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 100 percent / hydrogen / Pd/C / methanol / 12 h
2: AcOH / 96 h / Heating
3: DMSO; Ac2O
4: NaBH4 / propan-2-ol
View Scheme
Yohimbine
146-48-5

Yohimbine

Yohimbyl alcohol
6784-29-8

Yohimbyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride94%
Yohimbine
146-48-5

Yohimbine

yohimban-17-amide

yohimban-17-amide

Conditions
ConditionsYield
With sodium amide for 5 - 6h; Heating / reflux;90%
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride
2: sulfur trioxide pyridine complex; triethylamine / dimethyl sulfoxide
View Scheme
Yohimbine
146-48-5

Yohimbine

C21H23(2)H3N2O3

C21H23(2)H3N2O3

Conditions
ConditionsYield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; deuterium In tetrahydrofuran at 55℃; under 750.075 Torr; for 22h; Inert atmosphere;90%
Yohimbine
146-48-5

Yohimbine

A

2α,7α-dihydroyohimbine
142696-96-6

2α,7α-dihydroyohimbine

B

2β,7β-dihydroyohimbine
364777-85-5

2β,7β-dihydroyohimbine

Conditions
ConditionsYield
With sodium cyanoborohydride In trifluoroacetic acidA 89%
B 9%
With sodium cyanoborohydride In trifluoroacetic acid at 20℃; for 3h;A 79%
B 18%
With sodium tetrahydroborate; trifluoroacetic acidA 68%
B 1%
acetic acid
64-19-7

acetic acid

Yohimbine
146-48-5

Yohimbine

Acetate(1R,2S,4aR,14aS)-2-hydroxy-1-methoxycarbonyl-2,3,4,4a,5,7,8,13,14,14a-decahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-6-ylium;

Acetate(1R,2S,4aR,14aS)-2-hydroxy-1-methoxycarbonyl-2,3,4,4a,5,7,8,13,14,14a-decahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-6-ylium;

Conditions
ConditionsYield
With mercury(II) diacetate at 60℃;85%
ethylene glycol
107-21-1

ethylene glycol

Yohimbine
146-48-5

Yohimbine

C23H30N2O5

C23H30N2O5

Conditions
ConditionsYield
With ammonium chloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 40℃; for 3h;83%
With ammonium chloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 40℃; for 3h;83%
ethylene glycol
107-21-1

ethylene glycol

Yohimbine
146-48-5

Yohimbine

C23H30N2O5

C23H30N2O5

Conditions
ConditionsYield
With ammonium chloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20 - 40℃; Inert atmosphere;83%
Yohimbine
146-48-5

Yohimbine

(+)-yohimbinone
2671-57-0

(+)-yohimbinone

Conditions
ConditionsYield
With phosphoric acid; dicyclohexyl-carbodiimide In dimethyl sulfoxide81%
allyl methyl carbonate
35466-83-2

allyl methyl carbonate

Yohimbine
146-48-5

Yohimbine

(7R)-allylyohimbine
1029578-58-2

(7R)-allylyohimbine

Conditions
ConditionsYield
Stage #1: allyl methyl carbonate With tris(dibenzylideneacetone)dipalladium (0); trifuran-2-yl-phosphane In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: Yohimbine In dichloromethane at 20℃; Inert atmosphere; diastereoselective reaction;
79%
6CO*2Co*C12H21BrF2Si

6CO*2Co*C12H21BrF2Si

Yohimbine
146-48-5

Yohimbine

6CO*2Co*C33H46F2N2O3Si

6CO*2Co*C33H46F2N2O3Si

Conditions
ConditionsYield
Stage #1: dicobalt octacarbonyl; 6CO*2Co*C12H21BrF2Si In dichloromethane; toluene at 20℃; for 3h; Inert atmosphere;
Stage #2: Yohimbine With silver trifluoromethanesulfonate; triethylamine In dichloromethane; toluene for 0.5h; Inert atmosphere; chemoselective reaction;
74%
Yohimbine
146-48-5

Yohimbine

(1R,2S,4aR,13bS,14aS)-2-Hydroxy-6-oxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

(1R,2S,4aR,13bS,14aS)-2-Hydroxy-6-oxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide In methanol at 60℃; for 6h;70%
lead(IV) tetraacetate
546-67-8

lead(IV) tetraacetate

Yohimbine
146-48-5

Yohimbine

(+)-7α-acetoxy-7H-yohimbine
94992-43-5

(+)-7α-acetoxy-7H-yohimbine

Conditions
ConditionsYield
In dichloromethane for 0.25h; Ambient temperature;67%
Yohimbine
146-48-5

Yohimbine

A

(1R,2S,4aR,8aS,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
94992-41-3

(1R,2S,4aR,8aS,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

B

(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester
94992-42-4

(1R,2S,4aR,8aR,13bS,14aS)-8a-Chloro-2-hydroxy-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester

Conditions
ConditionsYield
With tert-butylhypochlorite; triethylamine In dichloromethaneA 67%
B 28%
With tert-butylhypochlorite In tetrachloromethane; dichloromethane at -17℃; for 0.5h;A 55%
B 32%
Yohimbine
146-48-5

Yohimbine

3,4-Didehydroyohimbin

3,4-Didehydroyohimbin

Conditions
ConditionsYield
With mercury(II) diacetate; edetate disodium In acetic acid for 1.5h; Heating;66%
With mercury(II) diacetate; edetate disodium In acetic acid for 1.5h; Heating; Yield given;
bromocyane
506-68-3

bromocyane

Yohimbine
146-48-5

Yohimbine

A

4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester
23943-82-0, 25181-38-8

4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester

B

4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester
23943-82-0, 25181-38-8

4-cyano-3,17-dihydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane; water at 20℃; for 23h; Inert atmosphere;A n/a
B 63%
With water In tetrahydrofuran; dichloromethane at 20℃; for 23h; Inert atmosphere; Overall yield = 63 %; Overall yield = 208 mg;A n/a
B n/a
bromocyane
506-68-3

bromocyane

Yohimbine
146-48-5

Yohimbine

C22H26BrN3O3

C22H26BrN3O3

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide at 100℃; for 0.000763889h; Microwave irradiation; Sealed tube;56%
In dichloromethane; N,N-dimethyl-formamide at 100℃; for 0.0458333h; Microwave irradiation; Inert atmosphere;56%
methanol
67-56-1

methanol

bromocyane
506-68-3

bromocyane

Yohimbine
146-48-5

Yohimbine

C23H29N3O4

C23H29N3O4

Conditions
ConditionsYield
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere;55%
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere;36%
formic acid
64-18-6

formic acid

2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

Yohimbine
146-48-5

Yohimbine

A

C28H30N2O7

C28H30N2O7

B

C29H30N2O8

C29H30N2O8

Conditions
ConditionsYield
With silver(l) oxide at 20℃; for 8h; stereoselective reaction;A 55%
B 20%
bromocyane
506-68-3

bromocyane

ethanol
64-17-5

ethanol

Yohimbine
146-48-5

Yohimbine

A

C24H31N3O4

C24H31N3O4

B

4-cyano-3-ethoxy-17-hydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester
23943-81-9, 23943-84-2, 23944-14-1, 38739-02-5

4-cyano-3-ethoxy-17-hydroxy-3,4-seco-yohimbane-16-carboxylic acid methyl ester

Conditions
ConditionsYield
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere;A n/a
B 47%
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere; Overall yield = 47 %; Overall yield = 171 mg;A n/a
B n/a
bromocyane
506-68-3

bromocyane

isopropyl alcohol
67-63-0

isopropyl alcohol

Yohimbine
146-48-5

Yohimbine

A

C25H33N3O4

C25H33N3O4

B

C25H33N3O4

C25H33N3O4

Conditions
ConditionsYield
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere;A 39%
B 9%
3-cyanocarbonyl-3'-methoxycarbonyl-2,2'-binaphthalene

3-cyanocarbonyl-3'-methoxycarbonyl-2,2'-binaphthalene

Yohimbine
146-48-5

Yohimbine

[2,2']binaphthalenyl-1,3'-dicarboxylic acid 1-(1-methoxycarbonyl-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-2-yl) ester 3'-methyl ester

[2,2']binaphthalenyl-1,3'-dicarboxylic acid 1-(1-methoxycarbonyl-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-2-yl) ester 3'-methyl ester

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃;37%
bromocyane
506-68-3

bromocyane

benzyl alcohol
100-51-6

benzyl alcohol

Yohimbine
146-48-5

Yohimbine

A

C29H33N3O4

C29H33N3O4

B

C29H33N3O4

C29H33N3O4

Conditions
ConditionsYield
In dichloromethane; chloroform at 20℃; for 6.5h; Inert atmosphere;A 37%
B 8%
In dichloromethane; chloroform for 4h; Reflux; Inert atmosphere;A 37%
B 8%
ethylene glycol
107-21-1

ethylene glycol

Yohimbine
146-48-5

Yohimbine

C23H30N2O5
1016560-15-8

C23H30N2O5

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 40℃; for 3h;35%
2,3-Dihydroxybenzoic acid
303-38-8

2,3-Dihydroxybenzoic acid

Yohimbine
146-48-5

Yohimbine

C28H30N2O7

C28H30N2O7

Conditions
ConditionsYield
With formic acid; silver(l) oxide In acetonitrile at 40℃; for 12h; stereoselective reaction;35%

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