tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

Base Information

Chemical Name:tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate
CAS No.:1624623-95-5
Molecular Formula:C₂₃H₃₉NO₄Si
Molecular Weight:421.652
Hs Code.:

Synonyms:tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

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Chemical Property of tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

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Technology Process of tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

There total 4 articles about tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate 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: 84.0%

: 1624623-93-3
tert-butyl N-benzyl-N-[(2R,3R)-1,2-dihydroxypent-4-en-3-yl]carbamate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1624623-95-5
tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1002/ejoc.201402123

Reference yield:

: 100-46-9
benzylamine

: 1624623-95-5
tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium sulfate / diethyl ether / 2 h / 0 - 20 °C

1.2: 8 h / 0 - 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 6 h / 0 - 20 °C

3.1: toluene-4-sulfonic acid; water / methanol / 6 h / 0 - 20 °C

4.1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

With 1H-imidazole; water; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.201402123

Reference yield:

: 1624623-87-5
(R)-N-benzyl-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-amine

: 1624623-95-5
tert-butyl N-benzyl-N-[(3R,4R)-5-(tert-butyldimethylsilyloxy)-4-hydroxypent-1-en-3-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 6 h / 0 - 20 °C

2: toluene-4-sulfonic acid; water / methanol / 6 h / 0 - 20 °C

3: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

With 1H-imidazole; water; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201402123