4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester
• CAS No.: 921771-31-5
• Molecular Formula: C₃₈H₆₀N₄O₁₂
• Molecular Weight: 764.914
• Mol file: 921771-31-5.mol

Synonyms:4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester

Chemical Property of 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester

There total 5 articles about 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl 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: 81.0%

3-(2-amino-6-tert-butoxycarbonylamino-hexanoylamino)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (921771-30-4) + 5-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) (S)-2-{[(phenylmethoxy)carbonyl]amino}glutarate (4666-16-4) → 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester (921771-31-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jm060385h

Reference yield:

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester (917877-01-1) → 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester (921771-31-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / 48 h / -50 °C

2: 86 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

3: 85 percent / CH₂Cl₂ / 12 h / 20 °C

4: 92 percent / H₂ / Pd/C / methanol / 4 h / atmospheric pressure

5: 81 percent / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm060385h

Reference yield:

3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (165133-39-1) → 4-benzyloxycarbonylamino-4-{5-tert-butoxycarbonylamino-1-[1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-ethoxycarbonyl-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid tert-butyl ester (921771-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / H₂ / Pd/C / ethanol / 12 h / atmospheric pressure

2: 85 percent / CH₂Cl₂ / 12 h / 20 °C

3: 92 percent / H₂ / Pd/C / methanol / 4 h / atmospheric pressure

4: 81 percent / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm060385h

upstream raw materials:

3-(2-amino-6-tert-butoxycarbonylamino-hexanoylamino)-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

5-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) (S)-2-{[(phenylmethoxy)carbonyl]amino}glutarate

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester

3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

Downstream raw materials:

2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-oxo-butyl ester

2,6-dimethyl-benzoic acid 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4-ethoxycarbonyl-2-hydroxy-butyl ester

2,6-dimethyl-benzoic acid 3-[6-amino-2-(2-benzyloxycarbonylamino-4-carboxy-butyrylamino)-hexanoylamino]-4-carboxy-2-oxo-butyl ester

3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester