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

Base Information

Chemical Name:(S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide
CAS No.:135913-25-6
Molecular Formula:C₃₁H₄₈N₂O₇S₂
Molecular Weight:624.863
Hs Code.:

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

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Chemical Property of (S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

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Technology Process of (S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

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

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

: 135913-25-6
(S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / K₂CO₃ / dimethylformamide / 2 h / Ambient temperature

2: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

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

4: TFA / 0.5 h / Ambient temperature

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

6: DMS, TFA / Ambient temperature

7: EDC, HOBT, NMM / 4 h / 0 °C

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

Reference yield:

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

: 135913-25-6
(S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

Guidance literature:: Multi-step reaction with 6 steps

1: i-Pr₂NEt / ethanol; H₂O / 12 h / Ambient temperature

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

3: TFA / 0.5 h / Ambient temperature

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

5: DMS, TFA / Ambient temperature

6: 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; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; 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

: 135913-25-6
(S)-2-Benzyl-N-((3R,4S,7R)-4-cyclohexylmethyl-3-hydroxy-2,6-dioxo-1-oxa-9-thia-5-aza-cyclotridec-7-yl)-3-(2-methyl-propane-2-sulfonyl)-propionamide

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