N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine

Base Information

• Chemical Name: N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine
• CAS No.: 1434557-86-4
• Molecular Formula: C₅₀H₇₅NO₁₁
• Molecular Weight: 866.146

Synonyms:N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine

Chemical Property of N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine

Chemical Property:

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Technology Process of N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine

There total 3 articles about N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine 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: 83.0%

N-Cbz-1-(S)-(2-methyl)propyl-2-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine (1434557-50-2) → N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine (1434557-86-4)

Guidance literature:

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

DOI:10.1021/jm400393u

Reference yield:

Z-Leu-OH (2018-66-8) → N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine (1434557-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 25 °C

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

With dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1021/jm400393u

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyloleanate acid → N-Cbz-1-(S)-(2-methyl)propyl-2-(β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine (1434557-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 12 h / 25 °C

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

With dmap; sodium methylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1021/jm400393u

upstream raw materials:

N-Cbz-1-(S)-(2-methyl)propyl-2-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl olean-12-en-28-oate-3-yl)oxy-2-oxoethylamine

Z-Leu-OH

Downstream raw materials:

C₅₁H₇₈N₆O₁₆

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