methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside
• CAS No.: 94827-30-2
• Molecular Formula: C₂₉H₃₄O₇
• Molecular Weight: 494.585
• Mol file: 94827-30-2.mol

Synonyms:methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-galactopyranoside

There total 20 articles about methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-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: 95.0%

methyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-α-D-glucopyranoside (94902-60-0) → methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside (90633-94-6,94827-30-2,90633-89-9)

Guidance literature:

With borane-THF; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo048999m

Reference yield: 94.0%

p-methoxybenzyl chloride (824-94-2) + methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside (90633-94-6,94827-30-2,90633-89-9)

Guidance literature:

methyl 2,3-di-O-benzyl-α-D-glucopyranoside; With di(n-butyl)tin oxide; In toluene; for 5h; Reflux;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; at 90 ℃; for 8h; regioselective reaction;

DOI:10.1002/ejoc.201101815

Reference yield: 87.0%

methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (90633-88-8) → methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside (90633-94-6,94827-30-2,90633-89-9)

Guidance literature:

With sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h; Molecular sieve;

DOI:10.1002/ejoc.201400028

upstream raw materials:

(2S,4aR,6S,7R,8S,8aS)-7,8-bis(benzyloxy)-6-methoxy-2-(4-methoxyphenyl)hexahydropyrano[3,2-d][1,3]dioxine

methyl 2,3-di-O-benzyl-4,6-O-((4-methoxyphenyl)methylene)-α-D-galactopyranoside

p-Anisaldehyde dimethyl acetal

benzyl bromide

Downstream raw materials:

methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

Methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-4-O-methylsulfonyl-α-D-glucopyranoside

methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-α-D-xylo-hexopyranoside