tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate
CAS No.:1345116-48-4
Molecular Formula:C₂₇H₄₁NO₄Si
Molecular Weight:471.712
Hs Code.:

Synonyms:tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

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Chemical Property of tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

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Technology Process of tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

There total 4 articles about tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-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: 81.0%

: 1345116-45-1
(S)-tert-butyl 4-((R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1345116-48-4
tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.08.026

Reference yield:

: 951163-64-7
tert-butyl [(1S,3R)-4-hydroxy-1-(hydroxymethyl)-3-methylbutyl]carbamate

: 1345116-48-4
tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: 1H-imidazole / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: methanol; toluene-4-sulfonic acid / 2 h / 0 °C / Inert atmosphere

With 1H-imidazole; methanol; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1016/j.tetasy.2011.08.026

Reference yield:

: 1345116-40-6
C₁₁H₁₉NO₄

: 1345116-48-4
tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere; Saturated solution

2.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: methanol; toluene-4-sulfonic acid / 2 h / 0 °C / Inert atmosphere

With 1H-imidazole; methanol; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.08.026