Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Base Information

Chemical Name:Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester
CAS No.:1055039-07-0
Molecular Formula:C₃₃H₃₇N₃O₆S
Molecular Weight:603.739
Hs Code.:

Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

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Chemical Property of Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

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Technology Process of Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

There total 11 articles about Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl 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:

: 632-46-2
2,6-dimethylbenzoic acid

: 1055039-07-0
Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: K₂CO₃ / dimethylformamide

2: LiAlH₄ / tetrahydrofuran / 4 h

3: Me₃SiCl / dimethylsulfoxide / 0.5 h

4: dimethylformamide

5: hydrazine hydrate / ethanol / 3 h / Heating

6: HOBt, EDC*HCl / CH₂Cl₂

7: 4 N HCl / dioxane / 3 h

8: HOBt, DCC / ethyl acetate

9: 4 N HCl / CH₂Cl₂; dioxane / 3 h

10: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; potassium carbonate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; Diphenylphosphinic chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm980637h

Reference yield:

: 5402-60-8
2,6-dimethylbenzyl chloride

: 1055039-07-0
Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylformamide

2: hydrazine hydrate / ethanol / 3 h / Heating

3: HOBt, EDC*HCl / CH₂Cl₂

4: 4 N HCl / dioxane / 3 h

5: HOBt, DCC / ethyl acetate

6: 4 N HCl / CH₂Cl₂; dioxane / 3 h

7: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; Diphenylphosphinic chloride; In 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm980637h

Reference yield:

: 14920-81-1
methyl 2,6-dimethylbenzoate

: 1055039-07-0
Acetic acid 3-{(1S,2S)-1-benzyl-3-[(R)-4-(2,6-dimethyl-benzylcarbamoyl)-thiazolidin-3-yl]-2-hydroxy-3-oxo-propylcarbamoyl}-2-methyl-phenyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: LiAlH₄ / tetrahydrofuran / 4 h

2: Me₃SiCl / dimethylsulfoxide / 0.5 h

3: dimethylformamide

4: hydrazine hydrate / ethanol / 3 h / Heating

5: HOBt, EDC*HCl / CH₂Cl₂

6: 4 N HCl / dioxane / 3 h

7: HOBt, DCC / ethyl acetate

8: 4 N HCl / CH₂Cl₂; dioxane / 3 h

9: 1.) Et₃N, DPP-Cl, 2.) Et₃N / 1.) EtOAc, 0 deg C, 1 h, 2.) EtOAc, overnight

With hydrogenchloride; lithium aluminium tetrahydride; chloro-trimethyl-silane; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; Diphenylphosphinic chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm980637h