2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride

Base Information

• Chemical Name: 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride
• CAS No.: 82086-31-5
• Molecular Formula: C₂₀H₂₃ClO₃
• Molecular Weight: 346.854
• Mol file: 82086-31-5.mol

Synonyms:2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride

Chemical Property of 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride

There total 4 articles about 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride 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%

methyl 2,4-di-O-benzyl-3,6-dideoxy-β-D-ribo-hexopyranoside (82086-30-4) → 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride (82086-31-5)

Guidance literature:

With zinc(II) chloride; In not given; for 1h; Ambient temperature;

DOI:10.1016/S0008-6215(82)80005-0

Reference yield: 99.0%

(2S,3R,5S,6R)-3,5-bis(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran (85451-36-1) → 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride (82086-31-5)

Guidance literature:

With hydrogenchloride; chloro-trimethyl-silane; In diethyl ether; at 4 ℃; for 15h;

Reference yield:

methyl 3,6-dideoxy-β-D-ribo-hexopyranoside (31505-15-4) → 2,4-di-O-benzyl-3,6-dideoxy-α-D-ribo-hexopyranosyl chloride (82086-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium hydride / 1.) DMF, 30 min, room temperature; 2.) DMF, 18 h, room temperature

2: 100 percent / ZnCl₂ / not given / 1 h / Ambient temperature

With sodium hydride; zinc(II) chloride; In not given;

DOI:10.1016/S0008-6215(82)80005-0

upstream raw materials:

methyl 2,4-di-O-benzyl-3,6-dideoxy-β-D-ribo-hexopyranoside

(2S,3R,5S,6R)-3,5-bis(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran

methyl 3,6-dideoxy-β-D-ribo-hexopyranoside

benzyl bromide