Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate

Base Information

• Chemical Name: Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate
• CAS No.: 183875-28-7
• Molecular Formula: C35H36O6S
• Molecular Weight: 584.733
• Mol file: 183875-28-7.mol

Synonyms:Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate;Phenyl 2-O-Acetyl-3,4,6-tri-O-benzyl-1-thio-beta-D-galactopyranoside

Chemical Property of Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

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SDS file from LookChem

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Technology Process of Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate

There total 2 articles about Phenyl 3,4,6-tris-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside acetate 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: 87.0%

phenylthiotrimethylsilane (4551-15-9) + 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranose (77790-46-6) → phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (183875-28-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 23 ℃; for 0.416667h;

DOI:10.1021/jo980660a

Reference yield: 80.0%

1,2-O-(1-methoxyethylidene)-3,4,6-tri-O-benzyl-α-D-galactopyranose (68779-52-2) + thiophenol (108-98-5) → phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (183875-28-7)

Guidance literature:

With mercury dibromide; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1080/07328309908544056

Reference yield: 97.0%

phenyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (183875-28-7) → phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (183875-29-8)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 23 ℃; for 24h;

DOI:10.1021/jo980660a

upstream raw materials:

phenylthiotrimethylsilane

1,2-di-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranose

1,2-O-(1-methoxyethylidene)-3,4,6-tri-O-benzyl-α-D-galactopyranose

thiophenol

Downstream raw materials:

phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

phenyl 3,4,6-tri-O-benzyl-2-O-(3-carboxypropionyl)-1-thio-β-D-galactopyranoside

benzyl O-(3',4',6'-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2-O-benzoyl-6-O-benzyl-α-D-glucopyranoside-2',3'-succinate

phenyl 3,4,6-tri-O-benzyl-2-O-(2-O-benzoyl-1-O-benzyl-4,6-O-benzylidene-α-D-glucopyranos-3-yloxycarbonylpropanoyl)-1-thio-β-D-galactopyranoside

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