(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

Base Information

Chemical Name:(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester
CAS No.:135913-22-3
Molecular Formula:C₂₅H₄₄N₂O₇S
Molecular Weight:516.7
Hs Code.:

(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] 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-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] 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-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

There total 1 articles about (4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] 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:

: 52-90-4
L-Cysteine

: 135913-21-2
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-(4-iodo-butyl) ester

: 135913-22-3
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In ethanol; water; for 12h; Ambient temperature;
DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

: 135913-22-3
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

: [(S)-1-((3R,4S,7R)-4-Cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

2: TFA / 0.5 h / Ambient temperature

3: EDC, DMAP, DMAP*HCl / CH₂Cl₂; tetrahydrofuran / Heating

4: DMS, TFA / Ambient temperature

5: EDC, HOBT, NMM / 4 h / 0 °C

With 4-methyl-morpholine; dmap; 2,3-dimercapto-succinic acid; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61590-3

Reference yield:

: 135913-22-3
(4S,5R)-4-Cyclohexylmethyl-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 5-[4-((R)-2-amino-2-carboxy-ethylsulfanyl)-butyl] ester 3-tert-butyl ester

: (S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6,9,9-tetraoxo-1-oxa-9λ⁶-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: NaHCO₃ / H₂O; dioxane / 2 h / Ambient temperature

2: TFA / 0.5 h / Ambient temperature

3: EDC, DMAP, DMAP*HCl / CH₂Cl₂; tetrahydrofuran / Heating

4: DMS, TFA / Ambient temperature

5: EDC, HOBT, NMM / 4 h / 0 °C

6: 90 percent / oxone / methanol; H₂O / 1 h / Ambient temperature

With 4-methyl-morpholine; dmap; Oxone; 2,3-dimercapto-succinic acid; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)61590-3