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

Base Information

• Chemical Name: 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
• CAS No.: 113765-30-3
• Molecular Formula: C₆₁H₇₀O₁₂Si
• Molecular Weight: 1023.31
• Mol file: 113765-30-3.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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: 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: 84.0%

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-α-D-galactopyranosyl fluoride (113784-07-9) → 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: 75.5%

(4aR,7R,8S,8aS)-7,8-Bis-benzyloxy-6-fluoro-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine (119479-70-8) + tert-butyldiphenylsilyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside (113765-21-2) → 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; tributylstannyl trifluoromethanesulfonate; In diethyl ether; at -7 ℃; for 2h; or with Sn(OTf)2 instead of n-Bu₃SnOTf;

DOI:10.1016/0008-6215(90)84203-7

upstream raw materials:

(4aR,7R,8S,8aS)-7,8-Bis-benzyloxy-6-fluoro-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine

tert-butyldiphenylsilyl 6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

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

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

Downstream raw materials:

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

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

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-galactopyranosyl fluoride

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