ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Base Information

• Chemical Name: ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside
• CAS No.: 203514-19-6
• Molecular Formula: C₅₈H₆₀O₁₃S
• Molecular Weight: 997.173

Synonyms:ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Chemical Property of ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Chemical Property:

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Technology Process of ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

There total 3 articles about ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside 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: 90.0%

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl trichloroacetimidate (74808-09-6,83441-60-5,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,132201-75-3,132748-02-8,114743-70-3) + ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5) → ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside (203514-19-6)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In diethyl ether;

DOI:10.2533/chimia.2010.23

Reference yield: 75.0%

3-methoxy-2-pyridyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside (170428-58-7) + ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5) → ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside (203514-19-6)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/S0040-4020(01)00195-8

Reference yield: 67.0%

ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (125411-99-6) + ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside (203514-18-5) → ethylthio 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1-3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside (203514-19-6)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; In 1,4-dioxane; toluene; for 1h; Ambient temperature;

upstream raw materials:

ethyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

ethyl 4-O-acetyl-2,6-di-O-benzoyl-1-thio-β-D-galactopyranoside

3-methoxy-2-pyridyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside

2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

Downstream raw materials:

7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid 2-trimethylsilanyl-ethyl ester

(1R,2R,4S,6R)-4-Azidomethyl-6-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-cyclohexane-1,2,4-triol

C₆₃H₆₇N₃O₁₇

7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

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