4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

Base Information

• Chemical Name: 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester
• CAS No.: 146669-05-8
• Molecular Formula: C₂₆H₃₂ClNO₁₃
• Molecular Weight: 601.992
• Mol file: 146669-05-8.mol

Synonyms:4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

Chemical Property of 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester

There total 1 articles about 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl 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: 100.0%

2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester (146669-04-7) → 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-05-8)

Guidance literature:

With hydrogenchloride; acetyl chloride; In diethyl ether; at -45 ℃;

DOI:10.1016/S0040-4020(01)80502-0

Reference yield: 83.0%

methanol (67-56-1) + 4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-05-8) → α-methyl-4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-06-9)

Guidance literature:

With silver salicylate; for 2h;

DOI:10.1016/S0040-4020(01)80502-0

Reference yield:

4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-2-β-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester (146669-05-8) → α-2-methyl-5-N-carbobenzoxylamino-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / silver salicylate / 2 h

2: 99 percent / NaOMe / methanol / 12 h

3: 100 percent / 1.0 N NaOH / 1 h

With sodium hydroxide; sodium methylate; silver salicylate; In methanol;

DOI:10.1016/S0040-4020(01)80502-0

upstream raw materials:

2,4,7,8,9-penta-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulo-pyranosidonic acid methyl ester

Downstream raw materials:

α-methyl-4,7,8,9-tetra-O-acetyl-5-N-carbobenzoxylamino-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic acid methyl ester