(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Base Information

Chemical Name:(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione
CAS No.:220869-82-9
Molecular Formula:C₂₈H₄₃NO₄S
Molecular Weight:489.72
Hs Code.:

Synonyms:(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

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Chemical Property of (4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

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Technology Process of (4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

There total 2 articles about (4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione 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: 47.0%

: 16742-52-2
2(RS)-acetoxypalmitic acid

: 91794-28-4
(4R,5S)-(+)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

: 220869-85-2
(4R,5S,2'S)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

: 220869-82-9
(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(98)01104-1

Reference yield:

: 764-67-0,10067-06-8
2-hydroxypalmitic acid

: 220869-82-9
(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / Ambient temperature

2: 43 percent / 4-dimethylaminopyridine, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4020(98)01104-1

Reference yield: 41.0%

: 220869-82-9
(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione

: 262592-91-6
(4S,1'R,2'E,5'RS,6'E)-2-phenyl-4-(5'-phenylsulfonyl-1'-trimethylsilyloxyhexadeca-2',6'-dienyl)-4,5-dihydrooxazole

: 115018-44-5
(2S,3R,4E,8E,2'R)-2-(2'-acetoxyhexadecanoyl)amino-1-O-benzoyl-4,8-octadiene-1,3-diol

Guidance literature:: (4S,1'R,2'E,5'RS,6'E)-2-phenyl-4-(5'-phenylsulfonyl-1'-trimethylsilyloxyhexadeca-2',6'-dienyl)-4,5-dihydrooxazole; With 1,3-bis-(diphenylphosphino)propane; lithium triethylborohydride; palladium diacetate; at 0 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 15h;

(4R,5S,2'R)-3-(2'-acetoxyhexadecanoyl)-4-methyl-5-phenyl-1,3-oxazolidine-2-thione; With triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 5h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(99)01018-2