methyl (4bR,7aR,8aR,9R,10R,12aR,12bS)-13-acetyl-7,10-dimethyl-5,6,7,7a,8,8a,9,10,12,12a,12b,13-dodecahydropyrano[3,4-a]pyrrolo[2,3-d]carbazole-9-carboxylate

Base Information

• Chemical Name: methyl (4bR,7aR,8aR,9R,10R,12aR,12bS)-13-acetyl-7,10-dimethyl-5,6,7,7a,8,8a,9,10,12,12a,12b,13-dodecahydropyrano[3,4-a]pyrrolo[2,3-d]carbazole-9-carboxylate
• CAS No.: 139682-33-0
• Molecular Formula: C₂₃H₃₀N₂O₄
• Molecular Weight: 398.502
• Mol file: 139682-33-0.mol

Synonyms:

Chemical Property of methyl (4bR,7aR,8aR,9R,10R,12aR,12bS)-13-acetyl-7,10-dimethyl-5,6,7,7a,8,8a,9,10,12,12a,12b,13-dodecahydropyrano[3,4-a]pyrrolo[2,3-d]carbazole-9-carboxylate

Chemical Property:

• Vapor Pressure: 6.4E-13mmHg at 25°C
• Boiling Point: 568.1°Cat760mmHg
• Flash Point: 297.4°C
• Density: 1.26g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (4bR,7aR,8aR,9R,10R,12aR,12bS)-13-acetyl-7,10-dimethyl-5,6,7,7a,8,8a,9,10,12,12a,12b,13-dodecahydropyrano[3,4-a]pyrrolo[2,3-d]carbazole-9-carboxylate

There total 20 articles about methyl (4bR,7aR,8aR,9R,10R,12aR,12bS)-13-acetyl-7,10-dimethyl-5,6,7,7a,8,8a,9,10,12,12a,12b,13-dodecahydropyrano[3,4-a]pyrrolo[2,3-d]carbazole-9-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

C23H28N2O4 → malagashanine (139682-33-0)

Guidance literature:

With hydrogen; In methanol; for 120h; under 82508.3 Torr;

DOI:10.1039/c6sc03578g

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + C29H34N2O6S → 20-epi-malagashanine (139682-33-0)

Guidance literature:

C₂₉H₃₄N₂O₆S; With naphthalene; sodium; In 1,2-dimethoxyethane;

formaldehyd; With formic acid; palladium on activated charcoal; hydrogen;

DOI:10.1039/c6sc03578g

Reference yield:

C40H46N2O4SSi → 20-epi-malagashanine (139682-33-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: diisobutylaluminium hydride / dichloromethane / -78 °C

1.3: 0 °C

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C

3.1: palladium on activated charcoal; hydrogen / ethyl acetate

4.1: hydrogen; toluene-4-sulfonic acid / toluene / 110 °C / Molecular sieve

5.1: dmap / tetrahydrofuran

6.1: pyridine / dichloromethane

7.1: potassium hydroxide / benzene; water / Reflux

8.1: methanol

9.1: triethylsilane; trifluoroacetic acid

10.1: sodium; naphthalene / 1,2-dimethoxyethane

With pyridine; triethylsilane; dmap; naphthalene; palladium on activated charcoal; hydrogen; sodium; diisobutylaluminium hydride; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; trifluoroacetic acid; potassium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; toluene; benzene;

DOI:10.1039/c6sc03578g

upstream raw materials:

formaldehyd