Carbamic acid, [[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl )sulfonyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl )sulfonyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester
CAS No.:881309-50-8
Molecular Formula:C21H32N2O6S
Molecular Weight:440.561
Hs Code.:

Carbamic acid,
[[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl
)sulfonyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester

Synonyms:

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Chemical Property of Carbamic acid, [[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl )sulfonyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl )sulfonyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester

There total 6 articles about Carbamic acid, [[(4R,5R)-5-[(1E)-3-hydroxy-1-propenyl]-2,2-dimethyl-3-[(4-methylphenyl )sulfonyl]-4-oxazolidinyl]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: 90.0%

: 881309-49-5
(E)-3-[(4R,5R)-4-Azidomethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-prop-2-en-1-ol

: 24424-99-5
di-tert-butyl dicarbonate

: 881309-50-8
[(4R,5R)-5-((E)-3-Hydroxy-propenyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; at 20 ℃; for 6h;
DOI:10.1016/j.tetlet.2005.12.123

Reference yield:

: 881309-48-4
(E)-3-[(4R,5R)-4-Azidomethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-propenal

: 881309-50-8
[(4R,5R)-5-((E)-3-Hydroxy-propenyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / NaBH₄; CeCl₃ / methanol / 0.5 h / 0 °C

2: 90 percent / H₂ / Pd/C / 6 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; hydrogen; palladium on activated charcoal; In methanol; 1: Luche reduction;
DOI:10.1016/j.tetlet.2005.12.123

Reference yield:

: N-((1S,2S)-3-Benzenesulfinyl-1-bromomethyl-2-hydroxy-propyl)-4-methyl-benzenesulfonamide

: 881309-50-8
[(4R,5R)-5-((E)-3-Hydroxy-propenyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-4-ylmethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / CSA / acetone / 6 h / 70 °C

2.1: 90 percent / NaN₃ / dimethylsulfoxide / 6 h / 80 °C

3.1: trifluoroacetic anhydride / CH₂Cl₂ / 0.5 h / 0 °C

3.2: 70 percent / SnCl₄ / 0.08 h / 0 °C

4.1: O₃ / CH₂Cl₂ / 30 h / -78 °C

4.2: 75 percent / Me₂S / 0.5 h / -78 - 0 °C

5.1: 70 percent / NaBH₄; CeCl₃ / methanol / 0.5 h / 0 °C

6.1: 90 percent / H₂ / Pd/C / 6 h / 20 °C

With sodium tetrahydroborate; sodium azide; cerium(III) chloride; hydrogen; ozone; trifluoroacetic anhydride; palladium on activated charcoal; camphor-10-sulfonic acid; In methanol; dichloromethane; dimethyl sulfoxide; acetone; 5.1: Luche reduction;
DOI:10.1016/j.tetlet.2005.12.123