(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

Base Information

Chemical Name:(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate
CAS No.:1092473-58-9
Molecular Formula:C₂₅H₃₃NO₆Si
Molecular Weight:471.626
Hs Code.:

Synonyms:(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

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Chemical Property of (R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

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Technology Process of (R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

There total 5 articles about (R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate 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: 88.0%

: 160349-51-9
(R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate

: (2,3-dihydrobenzo-[β][1,4]-dioxin-6-yl)magnesium bromide

: 1092473-58-9
(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

Guidance literature:: In tetrahydrofuran; at -70 - 20 ℃; Inert atmosphere;

Reference yield: 84.0%

: 160349-51-9
(R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate

: 52287-51-1
6-bromo-1,4-benzodioxane

: 1092473-58-9
(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

Guidance literature:: 6-bromo-1,4-benzodioxane; With n-butyllithium; In tetrahydrofuran; at -60 ℃; for 0.5h; Inert atmosphere;

(R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate; In tetrahydrofuran; at -60 ℃; for 1h; Further stages;

Reference yield:

: 6081-61-4
N-(benzyloxycarbonyl)-D-serine

: 1092473-58-9
(R)-benzyl 3-(tert-butyldimethylsilyloxy)-1-(2,3-dihydrobenzo[β][1,4]-dioxin-6-yl)-1-oxopropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: 1H-imidazole / tetrahydrofuran / 2 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -60 °C / Inert atmosphere

3.2: 1 h / -60 °C

With 1H-imidazole; n-butyllithium; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;