tetra-O-benzyl-α-D-galactosyl bromide

Base Information

• Chemical Name: tetra-O-benzyl-α-D-galactosyl bromide
• CAS No.: 53081-30-4
• Molecular Formula: C₃₄H₃₅BrO₅
• Molecular Weight: 603.553
• Mol file: 53081-30-4.mol

Synonyms:tetra-O-benzyl-α-D-galactosyl bromide

Chemical Property of tetra-O-benzyl-α-D-galactosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tetra-O-benzyl-α-D-galactosyl bromide

There total 32 articles about tetra-O-benzyl-α-D-galactosyl bromide 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%

2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) → tetra-O-benzyl-α-D-galactosyl bromide (53081-30-4)

Guidance literature:

With Oxalyl bromide; In dichloromethane; N,N-dimethyl-formamide; for 1h;

DOI:10.1021/jo051374j

Reference yield: 99.0%

2,3,4,6-tetra-O-benzyl-1-O-p-nitrobenzoyl-β-D-galactopyranose (53081-29-1) → tetra-O-benzyl-α-D-galactosyl bromide (53081-30-4)

Guidance literature:

With titanium(IV) bromide; In dichloromethane; ethyl acetate; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(89)84034-0

Reference yield: 95.0%

2,3,4,6-tetra-O-benzyl-D-mannopyranosyl 2-pyridinecarboxylate → 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl bromide (71528-62-6,4196-35-4,53081-30-4,67145-38-4,67773-43-7,95189-56-3,103618-17-3,148905-25-3)

Guidance literature:

With copper(ll) bromide; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00078

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-O-p-nitrobenzoyl-β-D-galactopyranose

ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

methyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate

Downstream raw materials:

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

2-[4-(2-aminophenyl)-1,3-butadienyl]phenylamine

(2S,3S,4R)-2-azido-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol

phenyl 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl-(1->6)-3,4-O-isopropylidene-2-O-(2-naphthyl)methyl-1-thio-β-D-galactopyranoside

Refernces

• 1、 Demchenko, Alexei V.,Shrestha, Ganesh,Panza, Matteo,Singh, Yashapal,Rath, Nigam P.. "Indolylthio glycosides as effective building blocks for chemical glycosylation". . p. 15885 - 15894. Retrieved 2021/01/19.
• 2、 Boehlich, G. Jacob,Schützenmeister, Nina. "β-Selective C-Glycosylation and its Application in the Synthesis of Scleropentaside A". supporting information. p. 5110 - 5113. Retrieved 2019/03/17.