(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester
CAS No.:208585-91-5
Molecular Formula:C₂₅H₃₈N₂O₆S₂
Molecular Weight:526.719
Hs Code.:

(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Synonyms:(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

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Chemical Property of (S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

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Technology Process of (S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

There total 15 articles about (S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl 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:

: 208586-06-5
(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

: 208585-91-5
(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(99)00583-9

Reference yield:

: 208585-83-5
2-((1S,7aR)-5,5-Dimethyl-3-oxo-dihydro-thiazolo[3,4-c]oxazol-1-yl)-2-methyl-propionic acid

: 208585-91-5
(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: tetrahydrofuran / 1.5 h / 20 °C

2: 4.40 g / tetrahydrofuran; dimethylformamide / 3 h / 20 °C

3: toluene / 72 h / Heating

4: 2.22 g / diethyl ether; methanol; hexane

5: 87 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

6: DMAP / CH₂Cl₂ / 0.5 h / 20 °C

7: Cs₂CO₃ / methanol / 22 h / 20 °C

8: 878 mg / diethyl ether; methanol / 0 °C

With dmap; potassium carbonate; caesium carbonate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Condensation / 2: Acylation / 3: Cyclization / 4: Esterification / 5: Alkylation / 6: Acylation / 7: Ring cleavage / 8: Methylation;
DOI:10.1016/S0040-4020(99)00583-9

Reference yield:

: 208585-79-9
(R)-4-(2-Methoxycarbonyl-2-methyl-propionyl)-2,2-dimethyl-thiazolidine-3-carboxylic acid tert-butyl ester

: 208585-91-5
(S)-2-[(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-(4-methoxy-benzylsulfanyl)-1,1-dimethyl-butyl]-4-methyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 59 percent / NaBH₄ / ethanol / 20 °C

2: 5.54 g / NaH / tetrahydrofuran / 1.5 h / 20 °C

3: 4.87 g / NaOH / methanol; H₂O / Heating

4: tetrahydrofuran / 1.5 h / 20 °C

5: 4.40 g / tetrahydrofuran; dimethylformamide / 3 h / 20 °C

6: toluene / 72 h / Heating

7: 2.22 g / diethyl ether; methanol; hexane

8: 87 percent / K₂CO₃ / dimethylformamide / 2 h / 20 °C

9: DMAP / CH₂Cl₂ / 0.5 h / 20 °C

10: Cs₂CO₃ / methanol / 22 h / 20 °C

11: 878 mg / diethyl ether; methanol / 0 °C

With dmap; sodium hydroxide; sodium tetrahydroborate; sodium hydride; potassium carbonate; caesium carbonate; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: Cyclization / 3: Hydrolysis / 4: Condensation / 5: Acylation / 6: Cyclization / 7: Esterification / 8: Alkylation / 9: Acylation / 10: Ring cleavage / 11: Methylation;
DOI:10.1016/S0040-4020(99)00583-9