(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

Base Information

Chemical Name:(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester
CAS No.:138448-17-6
Molecular Formula:C₂₀H₃₆N₂O₅
Molecular Weight:384.516
Hs Code.:

Synonyms:(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

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Chemical Property of (4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

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Technology Process of (4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

There total 9 articles about (4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 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: 80.0%

: 121533-54-8
(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

: 1117-97-1
N,0-dimethylhydroxylamine

: 138448-17-6
(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: With triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)91634-4

Reference yield:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 121533-54-8
(4S,5R)-3-tert-Butoxycarbonyl-4-cyclohexyl-methyl-2,2-dimethyloxazolidine-5-carboxylic acid

: 530-62-1
1,1'-carbonyldiimidazole

: 138448-17-6
(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran;

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 138448-17-6
(4S-trans)-4-(cyclohexylmethyl)-5-[[(methoxy)methylamino]carbonyl]-2,2-dimethyl-3-oxazolidinecarboxylic acid, 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / H₂ / PtO₂ / ethanol

2: 95 percent / 1,1'-carbonyldiimidazole, Et₃N / tetrahydrofuran

3: 93 percent / LiAlH₄ / diethyl ether

4: 1) n-BuLi, 2) ZnBr₂ / 1) THF, 2) THF

5: 78 percent / PpTSA / CH₂Cl₂

6: 80 percent / RuCl₃*H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O

7: 80 percent / 1,1'-carbonyldiimidazole, Et₃N / tetrahydrofuran

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; hydrogen; pyridinium p-toluenesulfonate; triethylamine; 1,1'-carbonyldiimidazole; zinc dibromide; platinum(IV) oxide; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(00)91634-4