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

Base Information

Chemical Name:Carbamic acid, [[(4R,5R)-2,2-dimethyl-3-[(4-methylphenyl)sulfonyl]-5-[(1E)-3-[(methylsulf onyl)oxy]-1-propenyl]-4-oxazolidinyl]methyl]-, 1,1-dimethylethyl ester
CAS No.:881309-51-9
Molecular Formula:C22H34N2O8S2
Molecular Weight:518.653
Hs Code.:

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

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

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

There total 7 articles about Carbamic acid, [[(4R,5R)-2,2-dimethyl-3-[(4-methylphenyl)sulfonyl]-5-[(1E)-3-[(methylsulf onyl)oxy]-1-propenyl]-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: 88.0%

: 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

: 124-63-0
methanesulfonyl chloride

: 881309-51-9
Methanesulfonic acid (E)-3-[(4R,5R)-4-(tert-butoxycarbonylamino-methyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-allyl ester

Guidance literature:: With triethylamine; dmap; In dichloromethane; at 0 ℃; for 0.5h;
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

: 881309-51-9
Methanesulfonic acid (E)-3-[(4R,5R)-4-(tert-butoxycarbonylamino-methyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-allyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 88 percent / Et₃N / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; cerium(III) chloride; hydrogen; triethylamine; dmap; palladium on activated charcoal; In methanol; dichloromethane; 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

: 881309-51-9
Methanesulfonic acid (E)-3-[(4R,5R)-4-(tert-butoxycarbonylamino-methyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-allyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: 88 percent / Et₃N / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; sodium azide; cerium(III) chloride; hydrogen; ozone; triethylamine; trifluoroacetic anhydride; dmap; 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