tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

Base Information

Chemical Name:tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate
CAS No.:657404-83-6
Molecular Formula:C₂₉H₄₂N₂O₇Si
Molecular Weight:558.747
Hs Code.:

Synonyms:tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

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Chemical Property of tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

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Technology Process of tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

There total 3 articles about tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate 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: 85.0%

: 75-52-5
nitromethane

: 657404-82-5
tert-butyl N-[(R)-1-[(4R,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(phenylsulfonyl)methyl]carbamate

: 657404-83-6
tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

Guidance literature:: nitromethane; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

tert-butyl N-[(R)-1-[(4R,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(phenylsulfonyl)methyl]carbamate; In tetrahydrofuran; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/b309211a

Reference yield:

: 4248-19-5
tert-butyl carbazate

: 657404-83-6
tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / MgSO₄ / CH₂Cl₂ / 2 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: 85 percent / tetrahydrofuran / 0.5 h / 20 °C

With sodium hydride; magnesium sulfate; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b309211a

Reference yield:

: 101331-92-4
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose

: 657404-83-6
tert-butyl N-(1S)-1-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-nitroethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / MgSO₄ / CH₂Cl₂ / 2 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

2.2: 85 percent / tetrahydrofuran / 0.5 h / 20 °C

With sodium hydride; magnesium sulfate; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b309211a