2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside

Base Information

• Chemical Name: 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside
• CAS No.: 136174-83-9
• Molecular Formula: C₃₀H₃₇IO₅SSi
• Molecular Weight: 664.677

Synonyms:2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside

Chemical Property of 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside

Chemical Property:

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Technology Process of 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside

There total 7 articles about 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside 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: 59.0%

2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2-deoxy-2-(thiopheny)-6-O-tosyl-β-D-galacto-pyranoside (136174-79-3) → 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside (136174-83-9) + Acetic acid (2R,3S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-6-(naphthalen-2-yloxy)-5-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:

With acetone; sodium iodide; at 130 ℃; for 20h;

DOI:10.1021/ja00113a013

Reference yield: 59.0%

2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2-deoxy-2-(thiophenyl)-6-O-tosyl-α-D-galacto-pyranoside (136174-97-5) → 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside (136174-83-9)

Guidance literature:

With sodium iodide; In tetrahydrofuran;

DOI:10.1021/jo00020a003

Reference yield: 26.0%

2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2-deoxy-2-(thiophenyl)-6-O-tosyl-D-galacto-pyranoside → 2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2,6-dideoxy-6-iodo-2-(thiophenyl)-β-D-galacto-pyranoside (136174-83-9) + Acetic acid (2R,3S,4S,5R,6S)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-6-(naphthalen-2-yloxy)-5-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:

With sodium iodide; In acetone; at 130 ℃; for 20h;

DOI:10.1021/ja00113a013

upstream raw materials:

2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2-deoxy-2-(thiophenyl)-6-O-tosyl-α-D-galacto-pyranoside

2-naphthyl 4-O-acetyl-3-O((tert-butyldimetyl)silyl)-2-deoxy-2-(thiopheny)-6-O-tosyl-β-D-galacto-pyranoside

4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-6-O-tosyl-D-galactal

4-O-acetyl-3-O-((tert-butyldimethyl)silyl)-2-deoxy-2-thiophenyl-6-O-tosyl-α-D-galactopyranose

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