2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride

Base Information

• Chemical Name: 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride
• CAS No.: 113784-08-0
• Molecular Formula: C₂₃H₂₇FO₅
• Molecular Weight: 402.463
• Mol file: 113784-08-0.mol

Synonyms:2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride

Chemical Property of 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride

There total 1 articles about 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride 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: 50.9%

2,3-di-O-benzyl-4,6-O-isopropylidene-D-galactopyranose (117780-23-1) → 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride (113784-08-0) + 2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl fluoride (113784-07-9)

Guidance literature:

With diethylamino-sulfur trifluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(89)85010-4

Reference yield: 95.7%

tert-butyldiphenylsilyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-21-2) + 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride (113784-08-0) → tert-butyldiphenylsilyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-30-3)

Guidance literature:

With 4 A molecular sieve; silver perchlorate; tin(ll) chloride; In diethyl ether; at -20 - -15 ℃; for 1.5h;

DOI:10.1016/0008-6215(89)85010-4

Reference yield: 74.1%

allyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-20-1) + 2,3-di-O-benzyl-4,6-O-isopropylidene-β-D-galactopyranosyl fluoride (113784-08-0) → allyl O-(2,3-di-O-benzyl-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-29-0) + allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-28-9)

Guidance literature:

In diethyl ether; toluene; for 20h; -15 deg C to room temperature;

DOI:10.1016/S0040-4039(00)96193-8

upstream raw materials:

2,3-di-O-benzyl-4,6-O-isopropylidene-D-galactopyranose

Downstream raw materials:

tert-butyldiphenylsilyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

allyl O-(2,3-di-O-benzyl-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

allyl O-(2,3-di-O-benzyl-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

C₇₀H₈₀O₁₈