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

Base Information

• Chemical Name: 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester
• CAS No.: 921771-32-6
• Molecular Formula: C₃₅H₅₆N₄O₁₂
• Molecular Weight: 724.849
• Mol file: 921771-32-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl 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: 70.0%

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) → 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester (921771-32-6)

Guidance literature:

With Montmorillonite K₁₀; In ethanol; water; at 75 ℃; for 3h;

DOI:10.1021/jm060385h

Reference yield:

R-3-(2,2-dimethyl[1,3]dioxolan-4-yl)-acrylic acid ethyl ester (917877-01-1) → 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester (921771-32-6)

Guidance literature:

Multi-step reaction with 6 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

6: 70 percent / montmorillonite K₁₀ / ethanol; H₂O / 3 h / 75 °C

With Montmorillonite K₁₀; hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/jm060385h

Reference yield:

3-benzylamino-3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester (165133-39-1) → 3-[2-(2-benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-4,5-dihydroxy-pentanoic acid ethyl ester (921771-32-6)

Guidance literature:

Multi-step reaction with 5 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

5: 70 percent / montmorillonite K₁₀ / ethanol; H₂O / 3 h / 75 °C

With Montmorillonite K₁₀; hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/jm060385h

upstream raw materials:

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

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

3-(2-amino-6-tert-butoxycarbonylamino-hexanoylamino)-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-[6-amino-2-(2-benzyloxycarbonylamino-4-carboxy-butyrylamino)-hexanoylamino]-4-carboxy-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