4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose

Base Information

• Chemical Name: 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose
• CAS No.: 628280-94-4
• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.395

Synonyms:4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose

Chemical Property of 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose

Chemical Property:

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Technology Process of 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose

There total 5 articles about 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose 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%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose (628280-94-4)

Guidance literature:

1,2,4-tri-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose; With trimethylsilyl bromide; In dichloromethane;

N,N-dimethyl-formamide dimethyl acetal; With tetrabutylammomium bromide;

Reference yield: 90.0%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 2,4-di-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose → 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose (628280-94-4)

Guidance literature:

2,4-di-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 14h;

N,N-dimethyl-formamide dimethyl acetal; With tetrabutylammomium bromide; In dichloromethane; for 20h; Heating;

DOI:10.1002/ejoc.200300254

Reference yield:

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 1,2,4-tri-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose (262382-48-9) → 4-O-acetyl-3-O-benzyl-6,7-dideoxy-1,2-(1-methoxyethylidene)-β-L-ido-hepta-6-enopyranose (628280-94-4)

Guidance literature:

1,2,4-tri-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose; With trimethylsilyl bromide; In dichloromethane; at 20 ℃; for 2h;

N,N-dimethyl-formamide dimethyl acetal; In dichloromethane; for 12h; Heating;

DOI:10.1002/ejoc.200300254

upstream raw materials:

N,N-dimethyl-formamide dimethyl acetal

1,2,4-tri-O-acetyl-3-O-benzyl-6,7-dideoxy-α,β-L-ido-hepta-6-eno-pyranose

(S)-1-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-prop-2-en-1-ol

Downstream raw materials:

3-O-benzyl-6,7-dideoxy-4-O-(4-methoxybenzyl)-1,2-(1-methoxy-ethylidene-β-L-ido-hepta-6-enofuranose

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