(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

Base Information

Chemical Name:(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate
CAS No.:220697-91-6
Molecular Formula:C₃₃H₃₃N₃O₃
Molecular Weight:519.643
Hs Code.:

Synonyms:(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

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Chemical Property of (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

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Technology Process of (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

There total 5 articles about (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate 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: 80.1%

: 50528-73-9
4-benzyloxy-phenyl isocyanate

: 116103-16-3
(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol

: 220697-91-6
(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

Guidance literature:: With sodium; In diethyl ether; for 0.0833333h;

Reference yield:

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 220697-91-6
(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: 26.6 percent / toluene / 2 h / Heating

2: 80.1 percent / Na / diethyl ether / 0.08 h

With sodium; In diethyl ether; toluene; 1: Carbonylation / 2: Addition;

Reference yield:

: [2-((S)-2-Hydroxy-5-methoxy-1,3-dimethyl-2,3-dihydro-1H-indol-3-yl)-ethyl]-trimethyl-ammonium; iodide

: 220697-91-6
(-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl-N-4'-benzyloxyphenylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: KOH / dimethylsulfoxide / 2 h

1.2: 51.2 percent / 2 h / 100 °C

2.1: 96.7 percent / BBr₃ / CH₂Cl₂

3.1: 80.1 percent / Na / diethyl ether / 0.08 h

With potassium hydroxide; sodium; boron tribromide; In diethyl ether; dichloromethane; dimethyl sulfoxide; 1.1: Etherification / 1.2: Alkylation / 2.1: Demethylation / 3.1: Addition;