(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

Base Information

Chemical Name:(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol
CAS No.:180323-23-3
Molecular Formula:C₃₀H₃₅NO₄
Molecular Weight:473.612
Hs Code.:

Synonyms:(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

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Chemical Property of (1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

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Technology Process of (1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

There total 2 articles about (1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol 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: 62.0%

: 180323-21-1
(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-8-hydroxy-hexahydro-indolizin-5-one

: 180323-23-3
(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; 1.) 0 deg C, 30 min, 2.) room temperature 6 h.;
DOI:10.1021/jo960610a

Reference yield:

: 3-[(2R,3R)-3-((1R,2S,3S)-3-Azido-1,2,4-tris-benzyloxy-butyl)-oxiranyl]-propionic acid methyl ester

: 180323-23-3
(1R,2R,3R,8S,8aR)-1,2-Bis-benzyloxy-3-benzyloxymethyl-octahydro-indolizin-8-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) H₂, 2.) NaOMe / 1.) Pd(OH)2/C / 1.) MeOH/EtOAc(1:1), room temperature, 4 h, 2.) MeOH, reflux, 24 h.

2: 62 percent / borane-methyl sulfide complex / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) room temperature 6 h.

With dimethylsulfide borane complex; hydrogen; sodium methylate; palladium dihydroxide; In tetrahydrofuran;
DOI:10.1021/jo960610a