N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

Base Information

• Chemical Name: N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine
• CAS No.: 1434557-30-8
• Molecular Formula: C₅₅H₇₇NO₁₅
• Molecular Weight: 992.214
• Mol file: 1434557-30-8.mol

Synonyms:N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

Chemical Property of N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

There total 1 articles about N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine 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: 93.0%

3-(benzyloxycarbonylamino)propanoic acid (2304-94-1) + 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloleanate acid → N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine (1434557-30-8)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 12h;

DOI:10.1021/jm400393u

Reference yield: 92.0%

N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine (1434557-30-8) → N-Cbz-3-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine (1434557-68-2)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 0 - 25 ℃; pH=9;

DOI:10.1021/jm400393u

Reference yield:

N-Cbz-3-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine (1434557-30-8) → C47H70N6O15 (1434557-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / dichloromethane; methanol / 0 - 25 °C / pH 9

2: palladium 10% on activated carbon; hydrogen / dichloromethane; methanol / 10 h / 25 °C

3: sodium carbonate / tetrahydrofuran / 25 °C

With palladium 10% on activated carbon; hydrogen; sodium methylate; sodium carbonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm400393u

upstream raw materials:

3-(benzyloxycarbonylamino)propanoic acid

Downstream raw materials:

N-Cbz-3-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-3-oxopropylamine

C₄₇H₇₀N₆O₁₅

C₄₉H₇₄N₆O₁₅

C₄₈H₇₂N₆O₁₆