2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal

Base Information

• Chemical Name: 2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal
• CAS No.: 230951-69-6
• Molecular Formula: C₂₃H₃₂O₄S₂
• Molecular Weight: 436.637
• Mol file: 230951-69-6.mol

Synonyms:2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal

Chemical Property of 2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal

There total 1 articles about 2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal 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: 88.0%

2,3-di-O-benzyl-4,5-O-isopropylidene-L-arabinose diethyldithioacetal (75858-37-6) → 2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal (230951-69-6)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; at 20 ℃; for 1.5h;

Reference yield: 82.0%

2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal (230951-69-6) → (2R,3R)-2,3-bis(benzyloxy)-4,4-bis(ethylthio)butanal (875576-42-4)

Guidance literature:

With sodium periodate; In tetrahydrofuran; water; at 0 ℃; for 0.166667h;

DOI:10.1002/anie.200502742

Reference yield:

2,3-di-O-benzyl-L-arabinose di(ethylthio)acetal (230951-69-6) → methyl 2,3-di-O-benzyl-5-O-tert-butyl(dimethyl)silyl-D-glucuronate di(ethylthio)acetal (875576-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / NaIO₄ / H₂O; tetrahydrofuran / 0.17 h / 0 °C

2: 31 percent / BF₃*Et₂O / CH₂Cl₂ / 0.25 h / 0 °C

With sodium periodate; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; water; 2: Mukaiyama aldol reaction;

DOI:10.1002/anie.200502742

upstream raw materials:

2,3-di-O-benzyl-4,5-O-isopropylidene-L-arabinose diethyldithioacetal

Downstream raw materials:

(2R,3R)-2,3-bis(benzyloxy)-4,4-bis(ethylthio)butanal

methyl 2,3-di-O-benzyl-5-O-tert-butyl(dimethyl)silyl-L-iduronate di(ethylthio)acetal

methyl 2,3-di-O-benzyl-5-O-tert-butyl(dimethyl)silyl-D-glucuronate di(ethylthio)acetal

methyl 2,3-di-O-benzyl-5-O-tert-butyl(dimethyl)silyl-L-altruronate di(ethylthio)acetal