((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 205498-86-8
• Molecular Formula: C₅₁H₆₄N₆O₇S
• Molecular Weight: 905.171

Synonyms:((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 15 articles about ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl 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:

proline tert-butyl ester (2812-46-6) → ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (205498-86-8)

Guidance literature:

Multi-step reaction with 11 steps

1: 76 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

2: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

3: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

4: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

5: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

6: 3N HCl / dioxane / 5 h

7: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

8: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

9: 92 percent / diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

10: Et₂NH / dimethylformamide / 0.5 h / Ambient temperature

11: diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970800t

Reference yield:

(S)-1-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-methyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl ester (205498-72-2) → ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (205498-86-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 99 percent / H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

2: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

3: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

4: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

5: 3N HCl / dioxane / 5 h

6: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

7: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

8: 92 percent / diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

9: Et₂NH / dimethylformamide / 0.5 h / Ambient temperature

10: diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970800t

Reference yield:

(S)-1-((S)-3-Methyl-2-methylamino-butyryl)-pyrrolidine-2-carboxylic acid tert-butyl ester; hydrochloride → ((S)-1-{[(S)-1-((S)-2-{(S)-2-[(1R,2R)-1-Methoxy-2-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-propyl]-pyrrolidine-1-carbonyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-methyl-carbamoyl}-2-methyl-propyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (205498-86-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 93 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

2: H₂, 12N HCl / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

3: 84 percent / diisopropylethylamine, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

4: 3N HCl / dioxane / 5 h

5: 82 percent / diisopropylethylamine, tripyrrolidinobromophosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

6: 64 percent / HBr, AcOH / CH₂Cl₂ / 1 h

7: 92 percent / diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

8: Et₂NH / dimethylformamide / 0.5 h / Ambient temperature

9: diisopropylethylamine, tris(dimethylamino)bromophosphonium hexahfluorophosphate / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; hydrogen bromide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; diethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970800t

upstream raw materials:

Fmoc-Val-OH

Fmoc-Pro-OH

proline tert-butyl ester

Fmoc-N-methylvaline

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