((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 713124-85-7
• Molecular Formula: C₄₂H₄₄N₄O₄S
• Molecular Weight: 700.902
• Mol file: 713124-85-7.mol

Synonyms:((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 5 articles about ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-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: 58.0%

Fmoc-Leu-OH (35661-60-0) + (R)-2-Methylamino-3-phenyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-propionamide (713124-84-6) → ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (713124-85-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jo030358o

Reference yield:

Cbz-D-Phe (2448-45-5) → ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (713124-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 97.5 percent / sodium hydride / tetrahydrofuran / 22 h / 0 - 20 °C

2: 98 percent / triethylamine; diethyl phosphorocyanidate / CH₂Cl₂ / 0.33 h / 0 °C

3: HBr; acetic acid / 1 h / 20 °C

4: 58 percent / diisopropylethylamine; PyBroP / CH₂Cl₂ / 4 h / 0 °C

With diethyl cyanophosphonate; hydrogen bromide; sodium hydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo030358o

Reference yield:

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine (130199-65-4) → ((S)-3-Methyl-1-{methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-carbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (713124-85-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / triethylamine; diethyl phosphorocyanidate / CH₂Cl₂ / 0.33 h / 0 °C

2: HBr; acetic acid / 1 h / 20 °C

3: 58 percent / diisopropylethylamine; PyBroP / CH₂Cl₂ / 4 h / 0 °C

With diethyl cyanophosphonate; hydrogen bromide; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane;

DOI:10.1021/jo030358o

upstream raw materials:

Fmoc-Leu-OH

(R)-2-Methylamino-3-phenyl-N-((S)-2-phenyl-1-thiazol-2-yl-ethyl)-propionamide

Cbz-D-Phe

(1S)-2-phenyl-1-(1,3-thiazol-2-yl)ethan-1-amine

Downstream raw materials:

(S)-2-Amino-4-methyl-pentanoic acid methyl-[(R)-2-phenyl-1-((S)-2-phenyl-1-thiazol-2-yl-ethylcarbamoyl)-ethyl]-amide