methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Base Information

• Chemical Name: methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate
• CAS No.: 219589-98-7
• Molecular Formula: C₃₅H₃₆N₂O₄
• Molecular Weight: 548.682
• Mol file: 219589-98-7.mol

Synonyms:methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Chemical Property of methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

There total 3 articles about methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-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: 70.0%

(E)-4-methylenehex-2-enal (76251-90-6) + 2-<(methoxycarbonyl)methyl>-3-<2-(S)-(benzyloxycarbonyl)-2-(Nb-benzyl)aminoethyl>indole (198954-39-1) → methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate (219589-98-7)

Guidance literature:

With hydroquinone; benzoic acid; In benzene; for 18h; Heating;

DOI:10.1021/jo981401o

Reference yield:

ethyl 4-methylene-(2E)-hexenoate (13369-25-0) → methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate (219589-98-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

2: 80 percent / PCC / CH₂Cl₂ / 0 - 20 °C

3: 70 percent / PhCO₂H, hydroquinone / benzene / 18 h / Heating

With lithium aluminium tetrahydride; hydroquinone; benzoic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane; benzene;

DOI:10.1021/jo981401o

Reference yield:

4-ethyl-2,4-pentadienol (219590-06-4) → methyl (2S,3aS,5R,11bR)-2-(benzyloxycarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate (219589-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / PCC / CH₂Cl₂ / 0 - 20 °C

2: 70 percent / PhCO₂H, hydroquinone / benzene / 18 h / Heating

With hydroquinone; benzoic acid; pyridinium chlorochromate; In dichloromethane; benzene;

DOI:10.1021/jo981401o

upstream raw materials:

(E)-4-methylenehex-2-enal

2-<(methoxycarbonyl)methyl>-3-<2-(S)-(benzyloxycarbonyl)-2-(N^b-benzyl)aminoethyl>indole

ethyl 4-methylene-(2E)-hexenoate

4-ethyl-2,4-pentadienol

Downstream raw materials:

methyl (2S,3aS,5R,11bR)-2-(aminocarbonyl)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

methyl (2S,3aS,5R,11bR)-3-benzyl-2,3,3a,4,5,7-hexahydro-5-(2-(1-butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate

(2S,3aS,5S,11bR)-3-Benzyl-2-cyano-5-(1-methylene-propyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester

methyl (2S,3aS,5R,11bR)-3-(tert-butoxycarbonyl)-2,3,3a,4,5,7-hexahydro-5-(2-(1-(tosyloxy-2-hydroxy)butenyl))-1H-pyrrolo<2,3-d>carbazole-6-carboxylate