(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

Base Information

Chemical Name:(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester
CAS No.:143508-21-8
Molecular Formula:C₃₄H₅₁Cl₃N₂O₈
Molecular Weight:722.147
Hs Code.:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

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Chemical Property of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

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Technology Process of (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

There total 4 articles about (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl 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: 92.0%

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

: 143508-20-7
(6-Benzyloxy-2-hydroxy-hexyl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 143508-21-8,143508-22-9
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃;
DOI:10.1021/jm00099a004

Reference yield:

: 133617-19-3,946390-77-8
2-(4-(benzyloxy)butyl)oxirane

: 143508-21-8,143508-22-9
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: lithium azide / dimethylformamide

2: H₂ / Raney nickel / methanol

3: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

4: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

With dmap; lithium azide; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; nickel; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00099a004

Reference yield:

: 143508-19-4
1-Azido-6-benzyloxy-hexan-2-ol

: 143508-21-8,143508-22-9
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-{5-benzyloxy-1-[(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-pentyl} ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Raney nickel / methanol

2: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

3: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

With dmap; hydrogen; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; nickel; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jm00099a004