2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside

Base Information

• Chemical Name: 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside
• CAS No.: 136175-02-5
• Molecular Formula: C₄₃H₄₀O₅S
• Molecular Weight: 668.854

Synonyms:2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside

Chemical Property of 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside

Chemical Property:

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Technology Process of 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside

There total 3 articles about 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-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: 74.0%

3,4,6-tri-O-benzyl-2-deoxy-2-phenylthio-D-galactose (117901-42-5,136174-68-0,136174-89-5,136174-91-9) + β-naphthol (135-19-3) → 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-β-D-galacto-pyranoside (136174-70-4) + 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside (136175-02-5)

Guidance literature:

With molecular sieve; triphenylphosphine; diethylazodicarboxylate; In toluene; at 0 ℃; for 0.5h; other glycosides and phenols;

DOI:10.1021/jo00020a003

Reference yield:

(2R,3S,4S,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-bromo-5-phenylsulfanyl-tetrahydro-pyran + β-naphthol (135-19-3) → 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-β-D-galacto-pyranoside (136174-70-4) + 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside (136175-02-5)

Guidance literature:

Ag-silicate; at -78 ℃;

DOI:10.1021/jo00020a003

Reference yield:

2,2,2-Trichloro-acetimidic acid (2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylsulfanyl-tetrahydro-pyran-2-yl ester (119447-81-3) + β-naphthol (135-19-3) → 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-β-D-galacto-pyranoside (136174-70-4) + 2-naphthyl 2-deoxy-2-(thiophenyl)-3,4,6-tri-O-benzyl-α-D-galacto-pyranoside (136175-02-5)

Guidance literature:

at 23 ℃;

DOI:10.1021/jo00020a003

upstream raw materials:

β-naphthol

2,2,2-Trichloro-acetimidic acid (2R,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-phenylsulfanyl-tetrahydro-pyran-2-yl ester

3,4,6-tri-O-benzyl-2-deoxy-2-phenylthio-D-galactose

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