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

Base Information

Chemical Name:(1S,2S,3R,4S)-[4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]carbamic acid allyl ester
CAS No.:183498-36-4
Molecular Formula:C₃₁H₄₅NO₅Si
Molecular Weight:539.788
Hs Code.:

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

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Chemical Property of (1S,2S,3R,4S)-[4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]carbamic acid allyl ester

Chemical Property:

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Technology Process of (1S,2S,3R,4S)-[4-benzyloxy-3-benzyloxymethyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-cyclopentyl]carbamic acid allyl ester

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

: 107-18-6
allyl alcohol

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

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

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

Guidance literature:: With dibutyltin(II) dilaurate; diphenylphosphoranyl azide; triethylamine; Yield given. Multistep reaction; 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;
DOI:10.1016/0040-4020(96)00755-7

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:

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

: 183498-51-3
(1S,2R,3S,5S)-benzoic acid 3-hydroxy-2-hydroxymethyl-5-(thymin-1-yl)-cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / morpholine, Pd(PPh₃)4 / tetrahydrofuran / 2 h / Ambient temperature

2: 93 percent / CH₂Cl₂ / 0.5 h / -60 - 20 °C

3: 85 percent / 2 N aq. HCl / ethanol / 20 h / Heating

4: 91 percent / pyridine, DMAP / CH₂Cl₂ / 4 h / Heating

5: hydrogen / 10percent Pd/C / methanol / 5 h / 760 Torr / Ambient temperature

With morpholine; pyridine; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/0040-4020(96)00755-7