Carbamic acid, [(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl ester
CAS No.:657404-82-5
Molecular Formula:C34H45NO7SSi
Molecular Weight:639.885
Hs Code.:

Carbamic acid,
[(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth
yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl ester

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Chemical Property of Carbamic acid, [(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(R)-[(4R,5S)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimeth yl-1,3-dioxolan-4-yl](phenylsulfonyl)methyl]-, 1,1-dimethylethyl 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: 83.0%

: 4248-19-5
tert-butyl carbazate

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

: 618-41-7
Benzenesulfinic acid

: 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

Guidance literature:: With magnesium sulfate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1039/b309211a

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:

: 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

: 249765-15-9
methyl (2R)-2-[(tert-butoxycarbonyl)amino]-2-[(4S,5S)-5-([1-(tert-butyl)-1,1-diphenylsilyl]oxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanoate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 85 percent / tetrahydrofuran / 0.5 h / 20 °C

2.1: aq. KOH; K₂HPO₄; KMnO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

3.1: K₂CO₃ / dimethylformamide / 0.5 h

With potassium hydroxide; potassium permanganate; dipotassium hydrogenphosphate; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1039/b309211a