Boc-(L)-Pro-AB(4-COOCH₃)-OBn

Base Information

• Chemical Name: Boc-(L)-Pro-AB(4-COOCH₃)-OBn
• CAS No.: 330807-60-8
• Molecular Formula: C₂₆H₃₀N₂O₇
• Molecular Weight: 482.533
• Mol file: 330807-60-8.mol

Synonyms:Boc-(L)-Pro-AB(4-COOCH₃)-OBn

Chemical Property of Boc-(L)-Pro-AB(4-COOCH₃)-OBn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-(L)-Pro-AB(4-COOCH₃)-OBn

There total 3 articles about Boc-(L)-Pro-AB(4-COOCH₃)-OBn 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: 87.0%

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + 1-methyl-4-benzyl 2-aminoterephthalate (330807-53-9) → Boc-(L)-Pro-AB(4-COOCH3)-OBn (330807-60-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; for 168h;

DOI:10.1002/1099-0690(200101)2001:2<311::AID-EJOC311>3.0.CO;2-M

Reference yield:

1-methyl-2-aminoterephthalate (60728-41-8) → Boc-(L)-Pro-AB(4-COOCH3)-OBn (330807-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaHCO₃ / dimethylformamide / 72 h / 20 °C

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate; N-ethyldiisopropylamine / CH₂Cl₂ / 168 h

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200101)2001:2<311::AID-EJOC311>3.0.CO;2-M

Reference yield:

benzyl bromide (100-39-0) → Boc-(L)-Pro-AB(4-COOCH3)-OBn (330807-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaHCO₃ / dimethylformamide / 72 h / 20 °C

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate; N-ethyldiisopropylamine / CH₂Cl₂ / 168 h

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200101)2001:2<311::AID-EJOC311>3.0.CO;2-M

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

1-methyl-4-benzyl 2-aminoterephthalate

1-methyl-2-aminoterephthalate

benzyl bromide

Downstream raw materials:

2-[((S)-1-{3-[((S)-1-{3-[((S)-1-tert-Butoxycarbonyl-pyrrolidine-2-carbonyl)-amino]-4-methoxycarbonyl-benzoyl}-pyrrolidine-2-carbonyl)-amino]-4-methoxycarbonyl-benzoyl}-pyrrolidine-2-carbonyl)-amino]-terephthalic acid 4-benzyl ester 1-methyl ester

Refernces

• 1、 Kubik, Stefan,Goddard, Richard. "Fine tuning of the cation affinity of artificial receptors based on cyclic peptides by intramolecular conformational control". . p. 311 - 322. Retrieved 2007/10/03.