(S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 90297-17-9
• Molecular Formula: C₄₉H₅₇N₅O₈
• Molecular Weight: 844.02

Synonyms:(S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 5 articles about (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid 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:

tert-butyl ((S)-1-oxo-1-(((S)-3-oxo-1,4-diphenylbutan-2-yl)amino)-3-phenylpropan-2-yl)carbamate (16879-80-4) → (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90297-17-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / 4 M hydrochloric acid / dioxane

2: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

3: 95 percent / 4 M hydrochloric acid / dioxane

4: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.90

Reference yield:

dicyclohexylammonium N-(tert-butoxycarbonyl)-L-phenylalaninate (4192-12-5) → (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90297-17-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

2: 83 percent / 4 M hydrochloric acid / dioxane

3: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

4: 95 percent / 4 M hydrochloric acid / dioxane

5: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.90

Reference yield:

H-Phe-Phe-OBzl*HCl → (S)-2-((S)-2-{(S)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-pyrrolidine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (90297-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

2: 95 percent / 4 M hydrochloric acid / dioxane

3: 1) NMM, ECF, 2) NMM / 1) DMF, -5 deg C, 10 min, 2) CHCl₃, ice bath, 1 h; r.t., overnight

With 4-methyl-morpholine; hydrogenchloride; chloroformic acid ethyl ester; In 1,4-dioxane;

DOI:10.1246/bcsj.57.90

upstream raw materials:

N-tert-butoxycarbonyl-L-prolyl-L-proline

tert-butyl ((S)-1-oxo-1-(((S)-3-oxo-1,4-diphenylbutan-2-yl)amino)-3-phenylpropan-2-yl)carbamate

dicyclohexylammonium N-(tert-butoxycarbonyl)-L-phenylalaninate

Boc-L-Phe-L-Phe-L-Phe-OBzl

Downstream raw materials:

C₆₀H₆₉N₁₁O₁₂

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