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

Base Information

• Chemical Name: 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
• CAS No.: 233692-16-5
• Molecular Formula: C₅₇H₇₀N₆O₁₅
• Molecular Weight: 1079.21
• Mol file: 233692-16-5.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 8 articles about 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 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:

L-glutamic acid 5-isopropyl ester (16652-44-1) → 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 (233692-16-5)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

4: chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

5: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

6: N-ethyldiisopropylamine, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethylformamide / Ambient temperature

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ja983970j

Reference yield:

BOC-(L)-Glu(OiPr)-OH (233692-13-2) → 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 (233692-16-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

2: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

3: chlorotripyrrolidinophosphonium hexafluorophosphate, N-ethyldiisopropylamine / CH₂Cl₂ / Ambient temperature

4: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

5: N-ethyldiisopropylamine, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethylformamide / Ambient temperature

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja983970j

Reference yield:

3-(2-tert-butoxycarbonylamino-4-isopropoxycarbonyl-butyrylamino)-benzoic acid benzyl ester (233692-14-3) → 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 (233692-16-5)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / CH₂Cl₂ / 1.5 h / 0 - 5 °C

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

3: H₂ / 10 percent Pd/C / methanol / 2 h / 760 Torr

4: N-ethyldiisopropylamine, O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dimethylformamide / Ambient temperature

With hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; chlorotri(pyrrolidin-1-yl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja983970j

upstream raw materials:

di-tert-butyl dicarbonate

L-glutamic acid 5-isopropyl ester

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

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