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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

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

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu

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

27773-65-5 CAS NO.27773-65-5

Cas:27773-65-5

Min.Order:1 Metric Ton

FOB Price: $7.0 / 8.0

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

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

BOC Sciences

We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:clear oily liquid Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as prim

Apovincaminic Acid

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

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Changchun Artel lmport and Export trade company

Supply top quality products with a reasonable price Application:api

27773-65-5

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

(3A,16A)-EBURNAMENINE-14-CARBOXYLIC ACIDCASAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

(3A,16A)-EBURNAMENINE-14-CARBOXYLIC ACIDCAS

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Other

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Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(3alpha,16alpha)-eburnamenine-14-carboxylic acid

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

27773-65-5

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

(3alpha,16alpha)-eburnamenine-14-carboxylic acid

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

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Jilin haofei import and export trade Co.,Ltd

Price, service, company and transport advantage: 1. Best service, place of origin China, high quality, and reasonable price. 2. It's customers' right to choose the package (EMS, DHL, FEDEX, UPS). 3. It's customers' right

27773-65-5 CAS NO.27773-65-5

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

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Shanghai Forever Synthesis Co.,Ltd.

As a professional chemical R&D and synthesis supplier, Shanghai Forever Synthesis Co.,Ltd. is specialized R&D and synthesizing APIs and Impurities. Besides, we value more special service, that is, to customize chemical synthesis according to client’s

Vinpocetine Carboxylic Acid

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Chungking Joyinchem Co., Ltd.

Joyinchem have been committed to chemical supply for several years and have built good cooperation records with multinational chemical corporations and importers from all over the world. Our services include:-Spot goods-Contract manufacturing-Custom

Finetech Industry Limited

FINETECH INDUSTRY LIMITED is a LONDON based CRO company providing drug discovery & development services to worldwide clients. FINETECH INDUSTRY LIMITED supplies the Apovincaminic Acid, CAS:27773-65-5 with the most competitive price and the best quali

Apovincaminic Acid

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

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Nanjing Raymon Biotech Co., Ltd.

Vinpocetine Carboxylic Acid (Apovincaminic Acid) Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by Air,By courier like DHL or Fedx

Vinpocetine Carboxylic Acid (Apovincaminic Acid)

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Topbatt Chemical Co., Ltd.

Topbatt Chemical Co., Ltd., Established in 2019, located in Shenzhen, Guangdong Province, is a Manufacturer and Trading company which specialized in fine chemicals like Pharmaceutical Reference Standards and Stable Isotopes. Our Stable Isotopes produ

Vinpocetine Carboxylic Acid (Apovincaminic Acid)

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shenzhen Sumshine Biotech Co., Ltd.

1. Our staff are all biomedical related majors with rich experience in the pharmaceutical industry, and can provide you with more professional services.2. Our supplier has a good quality management system, and the quality of products is reliable and

Vinpocetine Carboxylic Acid (Apovincaminic Acid)

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

NovaChemistry

High purity Application:Pharmaceutical intermediates, Material synthesis and analyzing the expectant ingredients

Vinpocetine Carboxylic Acid (Apovincaminic Acid)

Cas:27773-65-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

Vinpocetine
42971-09-5

Vinpocetine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 80℃; for 2h;98%
With sodium hydroxide In ethanol for 5h; Reflux;92.4%
With sodium hydroxide In methanol at 40℃; for 1h; Kinetics; Further Variations:; Reagents; Solvents; Temperatures; pH-values;
apovincamine
4880-92-6

apovincamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 3h; Reflux;96%
With sodium hydroxide In ethanol at 20℃; for 2h; Reflux;96%
With sodium hydroxide In tetrahydrofuran; methanol for 12h;
With hydrogenchloride at 20 - 37℃; for 2h; object of study: degree of hydrolysis;
With sodium hydroxide at 65℃; for 2h;
MR-711
78101-34-5

MR-711

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
With hydrogenchloride at 20 - 37℃; for 2h; object of study: degree of hydrolysis;
With esterases of rat plasma; water at 37℃; object of study: rate of hydrolysis;
Vinpocetine
42971-09-5

Vinpocetine

A

Apovincaminic acid
27773-65-5

Apovincaminic acid

B

14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester
40163-56-2

14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester

C

3α-epivincaminic acid ethyl ester

3α-epivincaminic acid ethyl ester

D

14-epivincaminic acid

14-epivincaminic acid

E

vinburnine
4880-88-0

vinburnine

F

(3α,14β,16α)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid
28152-73-0

(3α,14β,16α)-14,15-dihydro-14-hydroxyeburnamenine-14-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 336h; Product distribution; Rate constant; Thermodynamic data; ln A, Ea, ΔS<*>; degradation of vinpocetine in aqueous solutions, degradation products equilibria in solutions, effect of various pH, temperature and ionic strength, buffer catalysis, metal ion catalysis, oxygen effect, mechanism;
3-(2-bromoethyl)-1H-indole
3389-21-7

3-(2-bromoethyl)-1H-indole

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
2: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
3: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
4: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
5: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
6: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
7: Et3N / CH2Cl2 / 0.5 h / 0 °C
8: 55 percent / DBU / 1 h / 100 °C
9: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 10 steps
1: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
2: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
3: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
4: 46 percent / TFA / 24 h / Heating
5: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
6: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
7: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
8: Et3N / CH2Cl2 / 0.5 h / 0 °C
9: 55 percent / DBU / 1 h / 100 °C
10: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
1-phenylpropyl (2S,3R)-3-cyano-3-ethylpipecolate
95407-25-3, 95407-56-0

1-phenylpropyl (2S,3R)-3-cyano-3-ethylpipecolate

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
2: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
3: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
4: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
5: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
6: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
7: Et3N / CH2Cl2 / 0.5 h / 0 °C
8: 55 percent / DBU / 1 h / 100 °C
9: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 10 steps
1: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
2: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
3: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
4: 46 percent / TFA / 24 h / Heating
5: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
6: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
7: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
8: Et3N / CH2Cl2 / 0.5 h / 0 °C
9: 55 percent / DBU / 1 h / 100 °C
10: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
(2S,3R)-3-Cyano-3-ethyl-1-[2-(1H-indol-3-yl)-ethyl]-piperidine-2-carboxylic acid
95407-55-9

(2S,3R)-3-Cyano-3-ethyl-1-[2-(1H-indol-3-yl)-ethyl]-piperidine-2-carboxylic acid

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
2: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
3: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
4: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
5: Et3N / CH2Cl2 / 0.5 h / 0 °C
6: 55 percent / DBU / 1 h / 100 °C
7: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 8 steps
1: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
2: 46 percent / TFA / 24 h / Heating
3: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
4: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
5: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
6: Et3N / CH2Cl2 / 0.5 h / 0 °C
7: 55 percent / DBU / 1 h / 100 °C
8: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
(3R*,4S*,14R*,15R*,16S*)-14,15-dihydro-15-hydroxy-14-methoxycarbonyleburnamenine
95464-02-1

(3R*,4S*,14R*,15R*,16S*)-14,15-dihydro-15-hydroxy-14-methoxycarbonyleburnamenine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Et3N / CH2Cl2 / 0.5 h / 0 °C
2: 55 percent / DBU / 1 h / 100 °C
3: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
1-cyano-1-ethyl-12-<(methoxycarbonyl)methyl>-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine
95407-51-5

1-cyano-1-ethyl-12-<(methoxycarbonyl)methyl>-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
2: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
3: Et3N / CH2Cl2 / 0.5 h / 0 °C
4: 55 percent / DBU / 1 h / 100 °C
5: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
1-phenylpropyl (2S,3R)-3-cyano-3-ethyl-N-<2-(3-indolyl)ethyl>pipecolate
95407-50-4, 95407-59-3

1-phenylpropyl (2S,3R)-3-cyano-3-ethyl-N-<2-(3-indolyl)ethyl>pipecolate

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
2: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
3: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
4: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
5: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
6: Et3N / CH2Cl2 / 0.5 h / 0 °C
7: 55 percent / DBU / 1 h / 100 °C
8: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 9 steps
1: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
2: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
3: 46 percent / TFA / 24 h / Heating
4: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
5: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
6: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
7: Et3N / CH2Cl2 / 0.5 h / 0 °C
8: 55 percent / DBU / 1 h / 100 °C
9: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
(10S,11S,11aR,11bS)-11a-Ethyl-11-methanesulfonyloxy-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid methyl ester

(10S,11S,11aR,11bS)-11a-Ethyl-11-methanesulfonyloxy-2,3,4,5,10,11,11a,11b-octahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid methyl ester

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / DBU / 1 h / 100 °C
2: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
N-(3-chloropropyl)-N-(9-phenylfluorenyl)-3-cyanoalanine benzyl ester
95407-43-5

N-(3-chloropropyl)-N-(9-phenylfluorenyl)-3-cyanoalanine benzyl ester

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: NaI / acetonitrile / 22 h / Heating
3: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
4: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
5: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
6: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
7: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
8: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
9: Et3N / CH2Cl2 / 0.5 h / 0 °C
10: 55 percent / DBU / 1 h / 100 °C
11: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 12 steps
1: NaI / acetonitrile / 22 h / Heating
3: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
4: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
5: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
6: 46 percent / TFA / 24 h / Heating
7: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
8: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
9: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
10: Et3N / CH2Cl2 / 0.5 h / 0 °C
11: 55 percent / DBU / 1 h / 100 °C
12: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
(S)-3-Cyano-2-[(3-iodo-propyl)-(9-phenyl-9H-fluoren-9-yl)-amino]-propionic acid benzyl ester

(S)-3-Cyano-2-[(3-iodo-propyl)-(9-phenyl-9H-fluoren-9-yl)-amino]-propionic acid benzyl ester

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 10 steps
2: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
3: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
4: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
5: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
6: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
7: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
8: Et3N / CH2Cl2 / 0.5 h / 0 °C
9: 55 percent / DBU / 1 h / 100 °C
10: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 11 steps
2: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
3: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
4: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
5: 46 percent / TFA / 24 h / Heating
6: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
7: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
8: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
9: Et3N / CH2Cl2 / 0.5 h / 0 °C
10: 55 percent / DBU / 1 h / 100 °C
11: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
N-(3-chloropropyl)-3-cyanoalanine benzyl ester
95407-42-4

N-(3-chloropropyl)-3-cyanoalanine benzyl ester

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: K3PO4, Pb(NO3)2 / acetonitrile / 24 h
2: NaI / acetonitrile / 22 h / Heating
4: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
5: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
6: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
7: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
8: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
9: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
10: Et3N / CH2Cl2 / 0.5 h / 0 °C
11: 55 percent / DBU / 1 h / 100 °C
12: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
Multi-step reaction with 13 steps
1: K3PO4, Pb(NO3)2 / acetonitrile / 24 h
2: NaI / acetonitrile / 22 h / Heating
4: 80 percent / NaHCO3 / acetonitrile / 24 h / Heating
5: H2 / 10percent Pd/C / methanol; ethyl acetate / 4 h / 2585.7 Torr
6: 1.) pyridine, TsCl, 2.) NaHCO3 / 1.) CH2Cl2, 1 h, 2.) 1 h
7: 46 percent / TFA / 24 h / Heating
8: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
9: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
10: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
11: Et3N / CH2Cl2 / 0.5 h / 0 °C
12: 55 percent / DBU / 1 h / 100 °C
13: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
1-cyano-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine
70672-30-9, 70702-10-2, 95463-99-3, 95464-00-9

1-cyano-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
2: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
3: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
4: Et3N / CH2Cl2 / 0.5 h / 0 °C
5: 55 percent / DBU / 1 h / 100 °C
6: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
1-cyano-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine
70672-30-9, 70702-10-2, 95463-99-3, 95464-00-9

1-cyano-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 46 percent / TFA / 24 h / Heating
2: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) - 30 deg C, 1 h
3: 56 percent / LDA / tetrahydrofuran; hexane / 1.0 -78 deg C, 15 min, 2.) 0 deg C, 9 h
4: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
5: Et3N / CH2Cl2 / 0.5 h / 0 °C
6: 55 percent / DBU / 1 h / 100 °C
7: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
(3S,16R)-14-(methoxycarbonyl)-15-oxoeburnane
95464-01-0

(3S,16R)-14-(methoxycarbonyl)-15-oxoeburnane

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 90 percent / NaBH4 / methanol / 0.05 h / -25 °C
2: Et3N / CH2Cl2 / 0.5 h / 0 °C
3: 55 percent / DBU / 1 h / 100 °C
4: aq. NaOH / methanol; tetrahydrofuran / 12 h
View Scheme
vincamin
1617-90-9

vincamin

Apovincaminic acid
27773-65-5

Apovincaminic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / toluene; water / 2 h
2: sodium hydroxide / 2 h / 65 °C
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / toluene / 2 h / Reflux
2: sodium hydroxide / ethanol / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / toluene / 2 h / Reflux
2: sodium hydroxide / ethanol / 2 h / 20 °C / Reflux
View Scheme
Apovincaminic acid
27773-65-5

Apovincaminic acid

(S)-aminopropan-1-ol

(S)-aminopropan-1-ol

(41S,13aS)-13a-ethyl-N-((S)-1-hydroxypropan-2-yl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

(41S,13aS)-13a-ethyl-N-((S)-1-hydroxypropan-2-yl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With 2-(7-azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;
Stage #2: (S)-aminopropan-1-ol In dichloromethane for 4h;
96%
Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide
27773-67-7

(41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With thionyl chloride In chloroform; N,N-dimethyl-formamide for 3h; Reflux;
Stage #2: With ammonium hydroxide In chloroform; N,N-dimethyl-formamide at 20℃; for 2h;
95%
Stage #1: Apovincaminic acid With toluene-4-sulfonic acid In dichloromethane at 20℃; for 4h;
Stage #2: With ammonia In dichloromethane at 20℃; for 3h;
83%
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: With ammonia In dichloromethane at 20℃; for 3h;
83%
Stage #1: Apovincaminic acid With thionyl chloride; N,N-dimethyl-formamide In chloroform for 4h; Reflux;
Stage #2: With ammonium hydroxide In chloroform; water for 2h; Cooling with ice;
L-alanine methyl ester hydrochloride
2491-20-5

L-alanine methyl ester hydrochloride

Apovincaminic acid
27773-65-5

Apovincaminic acid

ethyl (S)-methyl-2-((4S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-formylamino)propionate

ethyl (S)-methyl-2-((4S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-formylamino)propionate

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With 2-(7-azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;
Stage #2: L-alanine methyl ester hydrochloride In dichloromethane for 4h;
95%
ethylamine
75-04-7

ethylamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-N,13a-diethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-N,13a-diethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: ethylamine In dichloromethane at 20℃; for 3h;
92%
Apovincaminic acid
27773-65-5

Apovincaminic acid

(S)-2-amino-N-methoxy-N-methylpropanamide hydrochloride

(S)-2-amino-N-methoxy-N-methylpropanamide hydrochloride

(41S,13aS)-13a-ethyl-N-((S)-1-(methoxyl(methyl)amino)-1-oxopropan-2-yl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

(41S,13aS)-13a-ethyl-N-((S)-1-(methoxyl(methyl)amino)-1-oxopropan-2-yl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With 2-(7-azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;
Stage #2: (S)-2-amino-N-methoxy-N-methylpropanamide hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 14h;
90.58%
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N-methoxy-N-methyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

(41S,13aS)-13a-ethyl-N-methoxy-N-methyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-carboxamide

Conditions
ConditionsYield
With 2-(7-azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃;90%
Apovincaminic acid
27773-65-5

Apovincaminic acid

diethylamine
109-89-7

diethylamine

(41S,13aS)-N,N,13a-triethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-N,N,13a-triethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: diethylamine In dichloromethane at 20℃; for 3h;
90%
1-aminopropan-2-one hydrochloride
7737-17-9

1-aminopropan-2-one hydrochloride

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N-(2-oxopropyl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrid o[3,2,1-ij][1,5]naphthyridin-12-carboxamide

(41S,13aS)-13a-ethyl-N-(2-oxopropyl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrid o[3,2,1-ij][1,5]naphthyridin-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With 2-(7-azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;
Stage #2: 1-aminopropan-2-one hydrochloride In dichloromethane for 4h;
89%
Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-hydrazide

(41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-hydrazide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With thionyl chloride In chloroform; N,N-dimethyl-formamide at 0℃; for 3h; Reflux;
Stage #2: With hydrazine hydrate In chloroform; N,N-dimethyl-formamide at 20℃; for 2h;
89%
propylamine
107-10-8

propylamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N-propyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-propyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: propylamine In dichloromethane at 20℃; for 3h;
89%
1-pentanamine
110-58-7

1-pentanamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N-pentyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-pentyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: n-Pentylamine In dichloromethane at 20℃; for 3h;
88%
Apovincaminic acid
27773-65-5

Apovincaminic acid

N-butylamine
109-73-9

N-butylamine

(41S,13aS)-N-butyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-N-butyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: N-butylamine In dichloromethane at 20℃; for 3h;
86%
di-n-propylamine
142-84-7

di-n-propylamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N,N-dipropyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N,N-dipropyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: di-n-propylamine In dichloromethane at 20℃; for 3h;
86%
Apovincaminic acid
27773-65-5

Apovincaminic acid

isopropylamine
75-31-0

isopropylamine

(41S,13aS)-13a-ethyl-N-isopropyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-isopropyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: isopropylamine In dichloromethane at 20℃; for 3h;
85%
Apovincaminic acid
27773-65-5

Apovincaminic acid

dimethyl amine
124-40-3

dimethyl amine

(41S,13aS)-13a-ethyl-N,N-dimethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N,N-dimethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: dimethyl amine In dichloromethane at 20℃; for 3h;
85%
dibutylamine
111-92-2

dibutylamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-N,N-dibutyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

(41S,13aS)-N,N-dibutyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5] naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: dibutylamine In dichloromethane at 20℃; for 3h;
85%
piperidine
110-89-4

piperidine

Apovincaminic acid
27773-65-5

Apovincaminic acid

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(piperidin-1-yl)methanone

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(piperidin-1-yl)methanone

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: piperidine In dichloromethane at 20℃; for 3h;
85%
Apovincaminic acid
27773-65-5

Apovincaminic acid

methylamine
74-89-5

methylamine

(41S,13aS)-13a-ethyl-N-methyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-methyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With toluene-4-sulfonic acid In dichloromethane at 20℃; for 4h;
Stage #2: methylamine With triethylamine In dichloromethane at 20℃; for 3h;
83%
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: methylamine In dichloromethane at 20℃; for 3h;
82%
Apovincaminic acid
27773-65-5

Apovincaminic acid

Cyclopentamine
1003-03-8

Cyclopentamine

(41S,13aS)-N-cyclopentyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

(41S,13aS)-N-cyclopentyl-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: Cyclopentamine In dichloromethane at 20℃; for 3h;
81%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

Apovincaminic acid
27773-65-5

Apovincaminic acid

C27H29N3O2

C27H29N3O2

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: 4-methoxy-aniline In dichloromethane at 20℃; for 3h;
81%
pyrrolidine
123-75-1

pyrrolidine

Apovincaminic acid
27773-65-5

Apovincaminic acid

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(pyrrolidin-1-yl)methanone

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(pyrrolidin-1-yl)methanone

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: pyrrolidine In dichloromethane at 20℃; for 3h;
81%
ethanolamine
141-43-5

ethanolamine

Apovincaminic acid
27773-65-5

Apovincaminic acid

(41S,13aS)-13a-ethyl-N-(2-hydroxyethyl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-(2-hydroxyethyl)-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]-naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: ethanolamine In dichloromethane at 20℃; for 3h;
79%
morpholine
110-91-8

morpholine

Apovincaminic acid
27773-65-5

Apovincaminic acid

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(morpholino)methanone

((41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl)(morpholino)methanone

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: morpholine In dichloromethane at 20℃; for 3h;
78%
Apovincaminic acid
27773-65-5

Apovincaminic acid

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

(41S,13aS)-13a-ethyl-N-(3-hydroxypropyl)-2,3,41,5,6,13ahexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-(3-hydroxypropyl)-2,3,41,5,6,13ahexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: propan-1-ol-3-amine In dichloromethane at 20℃; for 3h;
75%
Apovincaminic acid
27773-65-5

Apovincaminic acid

aniline
62-53-3

aniline

(41S,13aS)-13a-ethyl-N-phenyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

(41S,13aS)-13a-ethyl-N-phenyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxamide

Conditions
ConditionsYield
Stage #1: Apovincaminic acid With p-toluenesulfonyl chloride In dichloromethane at 20℃; for 4h;
Stage #2: aniline In dichloromethane at 20℃; for 3h;
72%
Apovincaminic acid
27773-65-5

Apovincaminic acid

4-(nitrooxy)butyl bromide
146563-40-8

4-(nitrooxy)butyl bromide

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 4-nitrooxy-butyl ester

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 4-nitrooxy-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 3h; Ambient temperature;46.9%
Apovincaminic acid
27773-65-5

Apovincaminic acid

10-(nitrooxy)decyl bromide

10-(nitrooxy)decyl bromide

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 10-nitrooxy-decyl ester

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 10-nitrooxy-decyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 3h; Ambient temperature;44.8%
Apovincaminic acid
27773-65-5

Apovincaminic acid

7-(nitrooxy)heptyl bromide

7-(nitrooxy)heptyl bromide

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 7-nitrooxy-heptyl ester

(11aS,11bS)-11a-Ethyl-2,3,4,5,11a,11b-hexahydro-1H-3a,9b-diaza-benzo[cd]fluoranthene-10-carboxylic acid 7-nitrooxy-heptyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 3h; Ambient temperature;43%

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