(1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

Base Information

Chemical Name:(1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine
CAS No.:183498-38-6
Molecular Formula:C₂₇H₄₁NO₃Si
Molecular Weight:455.713
Hs Code.:

Synonyms:(1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

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Technology Process of (1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

There total 2 articles about (1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine 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: 93.0%

: 183498-36-4
(1S,2S,3R,4S)-[4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]carbamic acid allyl ester

: 183498-38-6
(1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1016/0040-4020(96)00755-7

Reference yield:

: (2S,3R,4S)-4-Benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentanecarboxylic acid

: 183498-38-6
(1S,2S,3R,4S)-4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) diphenylphosphoryl azide, Et₃N, 2.) dibutyltin dilaurate / 1.) toluene, a) 0 deg C, 30 min, b) RT, 1 h, c) 80 deg C, 2 h, 2.) toluene, a) 80 deg C, 1.5 h, b) 100 deg C, 30 min

2: 93 percent / morpholine, Pd(PPh₃)4 / tetrahydrofuran / 2 h / Ambient temperature

With morpholine; dibutyltin(II) dilaurate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; triethylamine; In tetrahydrofuran;
DOI:10.1016/0040-4020(96)00755-7