(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester

Base Information

• Chemical Name: (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester
• CAS No.: 289897-19-4
• Molecular Formula: C₅₂H₈₃N₃O₈
• Molecular Weight: 878.246
• Mol file: 289897-19-4.mol

Synonyms:(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester

Chemical Property of (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester

There total 5 articles about (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl 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:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester (289897-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N, diethyl phosphorocyanidate / tetrahydrofuran / Ambient temperature

2: HBr, AcOH / CH₂Cl₂ / 4 h

3: Et₃N, diethyl phosphorocyanidate / tetrahydrofuran / Ambient temperature

With diethyl cyanophosphonate; hydrogen bromide; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja981363q

Reference yield:

L-glutamic acid dilauryl ester hydrochloride (59441-30-4) → (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester (289897-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N, diethyl phosphorocyanidate / tetrahydrofuran / Ambient temperature

2: HBr, AcOH / CH₂Cl₂ / 4 h

3: Et₃N, diethyl phosphorocyanidate / tetrahydrofuran / Ambient temperature

With diethyl cyanophosphonate; hydrogen bromide; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja981363q

Reference yield:

(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanedioic acid didodecyl ester → (S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester (289897-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr, AcOH / CH₂Cl₂ / 4 h

2: Et₃N, diethyl phosphorocyanidate / tetrahydrofuran / Ambient temperature

With diethyl cyanophosphonate; hydrogen bromide; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja981363q

upstream raw materials:

Boc-Phe-Phe-OH

didodecyl L-glutamate

N-tert-butoxycarbonyl-L-phenylalanine

L-glutamic acid dilauryl ester hydrochloride

Downstream raw materials:

(S)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-3-phenyl-propionylamino]-pentanedioic acid didodecyl ester

Refernces

• 1、 Yamada, Norihiro,Koyama, Emiko,Kaneko, Makoto,Seki, Hiroko,Ohtsu, Hiroshi,Furuse, Takeshi. "Formation of Bilayer Structure in Organic Solvents from Amphiphiles Due to Interpeptide Hydrogen Bonding". . p. 387 - 388. Retrieved 2007/10/02.