(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

Base Information

Chemical Name:(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone
CAS No.:168973-96-4
Molecular Formula:C₂₃H₃₃NO₈S
Molecular Weight:483.583
Hs Code.:

Synonyms:(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

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Chemical Property of (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

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Technology Process of (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

There total 8 articles about (4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone 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: 96.0%

: 124-63-0
methanesulfonyl chloride

: 168973-85-1
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-hydroxyhexanoyl>-2-oxazolidone

: 168973-96-4
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jm00014a010

Reference yield:

: 629-11-8
1,6-hexanediol

: 168973-96-4
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 3.) pyridinium dichromate

2: 90 percent / oxalyl chloride, DMF / CH₂Cl₂ / 0 - 20 °C

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

4: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT

5: 85 percent / 1,4-cyclohexadiene / 20percent Pd(OH)2/C / ethanol / 65 °C

6: 96 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

With dmap; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; cyclohexa-1,4-diene; sodium hydride; triethylamine; diisopropylamine; N,N-dimethyl-formamide; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1021/jm00014a010

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 168973-96-4
(4S)-4-benzyl-3-<(2'R)-2'-<(tert-butoxycarbonyl)methyl>-6'-<(methylsulfonyl)oxy>hexanoyl>-2-oxazolidone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) diisopropylamine, n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT

2: 85 percent / 1,4-cyclohexadiene / 20percent Pd(OH)2/C / ethanol / 65 °C

3: 96 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 0 °C

With dmap; n-butyllithium; cyclohexa-1,4-diene; triethylamine; diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1021/jm00014a010