ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside
• CAS No.: 362608-43-3
• Molecular Formula: C₂₃H₃₆O₇S
• Molecular Weight: 456.601
• Mol file: 362608-43-3.mol

Synonyms:ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside

Chemical Property of ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside

There total 2 articles about ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-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: 46.0%

p-methoxybenzyl chloride (824-94-2) + ethyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-1-thio-β-D-galactopyranoside (206857-11-6) → ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside (362608-43-3)

Guidance literature:

ethyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-1-thio-β-D-galactopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h;

DOI:10.1560/YXQT-2JJU-YLAA-L04Q

Reference yield:

ethyl 1-thio-β-D-galactopyranoside (56245-60-4,686299-00-3) → ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside (362608-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH

2: NaH / dimethylformamide / 4 h

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; 1: Substitution / 2: Alkylation;

DOI:10.1021/jo990979a

Reference yield: 91.0%

ethyl 3,4-di-O-isopropylidene-2-O-(p-methoxybenzyl)-6-O-(2-methoxy-2-propyl)-1-thio-β-D-galactopyranoside (362608-43-3) → ethyl 2-O-(p-methoxybenzyl)-1-thio-β-D-galactopyranoside (172146-98-4)

Guidance literature:

With tetrafluoroboric acid; In methanol; at 0 ℃;

DOI:10.1560/YXQT-2JJU-YLAA-L04Q

upstream raw materials:

p-methoxybenzyl chloride

ethyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-1-thio-β-D-galactopyranoside

ethyl 1-thio-β-D-galactopyranoside

Downstream raw materials:

ethyl 3,4-O-isopropylidene-2-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

ethyl 2-O-(p-methoxybenzyl)-1-thio-β-D-galactopyranoside

ethyl 3,4,6-tri-O-benzyl-2-O-(p-methoxybenzyl)-1-thio-β-D-galactopyranoside

methyl 4,6-di-O-benzyl-2-O-(3'',4'',6''-tri-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside