ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

Base Information

• Chemical Name: ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside
• CAS No.: 362608-27-3
• Molecular Formula: C₂₃H₃₀O₄S
• Molecular Weight: 402.555

Synonyms:ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

Chemical Property of ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

There total 2 articles about ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside 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:

p-methoxybenzyl chloride (824-94-2) → ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside (362608-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / dimethylformamide / 0.17 h / 0 °C

1.2: 33 percent / dimethylformamide / 1 h / 0 °C

2.1: 90 percent / sodium hydride / dimethylformamide / 1 h / 20 °C

With sodium hydride; In N,N-dimethyl-formamide;

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

Reference yield:

Ethyl 3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside (172361-41-0) → ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside (362608-27-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / dimethylformamide / 0.17 h / 0 °C

1.2: 33 percent / dimethylformamide / 1 h / 0 °C

2.1: 90 percent / sodium hydride / dimethylformamide / 1 h / 20 °C

With sodium hydride; In N,N-dimethyl-formamide;

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

Reference yield: 64.0%

Benzoic acid (2S,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-methoxy-tetrahydro-pyran-3-yl ester (93636-33-0) + ethyl 4-O-benzyl-2-O-(p-methoxybenzyl)-3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside (362608-27-3) → methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside (362608-49-9)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.25h;

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

upstream raw materials:

p-methoxybenzyl chloride

Ethyl 3,6-dideoxy-1-thio-β-D-xylo-hexopyranoside

Downstream raw materials:

methyl 2-O-benzoyl-4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylohexopyranosyl)-α-D-mannopyranoside

methyl 2-O-benzoyl-6-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

methyl 4,6-di-O-benzyl-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

methyl 2-O-benzoyl-(6-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2'-O-p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

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