3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester

Base Information

• Chemical Name: 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester
• CAS No.: 233692-14-3
• Molecular Formula: C₂₇H₃₄N₂O₇
• Molecular Weight: 498.576
• Mol file: 233692-14-3.mol

Synonyms:3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester

Chemical Property of 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester

There total 3 articles about 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl 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: 87.0%

BOC-(L)-Glu(OiPr)-OH (233692-13-2) + 3-aminobenzoic acid benzyl ester toluene-4-sulfonate → 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester (233692-14-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In dichloromethane; Ambient temperature;

DOI:10.1021/ja983970j

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester (233692-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N / dioxane; H₂O / 4 h / Ambient temperature

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

With triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/ja983970j

Reference yield:

L-glutamic acid 5-isopropyl ester (16652-44-1) → 3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester (233692-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N / dioxane; H₂O / 4 h / Ambient temperature

2: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

With triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/ja983970j

upstream raw materials:

BOC-(L)-Glu(OiPr)-OH

di-tert-butyl dicarbonate

L-glutamic acid 5-isopropyl ester

Downstream raw materials:

3-[(S)-2-(3-{(S)-2-[3-((S)-2-tert-Butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoylamino)-4-isopropoxycarbonyl-butyrylamino]-benzoic acid benzyl ester

3-{(S)-2-[3-((S)-2-tert-Butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoylamino]-4-isopropoxycarbonyl-butyrylamino}-benzoic acid benzyl ester