2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester
CAS No.:494765-98-9
Molecular Formula:C₃₃H₄₇N₅O₈S
Molecular Weight:673.831
Hs Code.:

2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

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Chemical Property of 2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

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Technology Process of 2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

There total 10 articles about 2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-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:

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 494765-98-9
2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 14 h / 0 - 12 °C

2: LiAlH₄ / diethyl ether / 0.25 h / 0 °C

3: 758 mg / triethylamine / toluene / 0 - 20 °C

4: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

5: HCl / dioxane; H₂O / 0.33 h / 20 °C

6: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

7: 4N aq. HCl / dioxane / 0.33 h / 20 °C

8: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

9: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

10: 355 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(02)00906-7

Reference yield:

: 69610-41-9,117625-90-8
Boc-L-Pro-H

: 494765-98-9
2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 758 mg / triethylamine / toluene / 0 - 20 °C

2: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

3: HCl / dioxane; H₂O / 0.33 h / 20 °C

4: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

5: 4N aq. HCl / dioxane / 0.33 h / 20 °C

6: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

7: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

8: 355 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(02)00906-7

Reference yield:

: 115186-37-3
tert-butyl (2S)-2-{[N-methoxy(N-methyl)amino]carbonyl}pyrrolidine-1-carboxylate

: 494765-98-9
2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3S)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-phenyl-propionyl}-pyrrolidin-2-yl)-thiazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: LiAlH₄ / diethyl ether / 0.25 h / 0 °C

2: 758 mg / triethylamine / toluene / 0 - 20 °C

3: 51 percent / chemical manganese dioxide / molecular sieves 4 Angstroem / benzene / 2 h / Heating

4: HCl / dioxane; H₂O / 0.33 h / 20 °C

5: 2.492 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

6: 4N aq. HCl / dioxane / 0.33 h / 20 °C

7: 1.581 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 8 h / 0 - 20 °C

8: HCl / methanol; dioxane; H₂O / 0.33 h / 20 °C

9: 355 mg / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

With hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; diethyl cyanophosphonate; triethylamine; 4 A molecular sieve; In 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4020(02)00906-7