1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole

Base Information

• Chemical Name: 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole
• CAS No.: 132541-12-9
• Molecular Formula: C₂₃H₂₅NO₄
• Molecular Weight: 379.456

Synonyms:1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole

Chemical Property of 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole

There total 26 articles about 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole 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: 95.0%

1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,7,t-7a-hexahydroindole (132541-11-8) → 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole (132541-12-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 3h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00009a011

Reference yield: 70.0%

(3aR*,7S*,7aS*)-7-<3,4-(Methylenedioxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydro-1H-indole (82281-32-1) + benzyl chloroformate (501-53-1,94274-21-2) → (3aR*,7S*,7aS*)-1-(Benzyloxycarbonyl)-7-<3,4-(methylenedioxy)phenyl>-2,3,3a,4,5,6,7,7a-octahydro-1H-indole (132541-12-9,144435-55-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo00051a021

Reference yield:

O-benzyl N-<2-(2,4-cyclohexadienyl)ethyl>carbamate (125974-31-4) → 1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,5,6,7,t-7a-octahydroindole (132541-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / LiCl, 1,4-benzoquinone / Pd(OAc)2 / acetic acid; acetone / 5 h

2: 77 percent / Li₂CuCl₄ / tetrahydrofuran / 0 °C

3: 95 percent / H₂ / PtO₂ / ethanol / 3 h / 760 Torr / Ambient temperature

With hydrogen; p-benzoquinone; lithium chloride; platinum(IV) oxide; palladium diacetate; dilithium tetrachlorocuprate; In tetrahydrofuran; ethanol; acetic acid; acetone;

DOI:10.1021/jo00009a011

upstream raw materials:

1-(benzyloxycarbonyl)-r-7-<3,4-(methylenedioxy)phenyl>-2,3,t-3a,4,7,t-7a-hexahydroindole

2-(2,4-cyclohexadienyl)acetic acid methyl ester

O-benzyl N-<2-(2,4-cyclohexadienyl)ethyl>carbamate

1-(benzyloxycarbonyl)-r-5-chloro-2,3,c-3a,4,5,c-7a-hexahydroindole

Downstream raw materials:

1,2,3,3a,4,5,12b,12c-octahydro-7H-1,3-benzodioxolo[5,6-c]pyrrolo[3,2,1-ij]quinoline

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