ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside

Base Information

• Chemical Name: ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside
• CAS No.: 213766-20-2
• Molecular Formula: C₅₄H₆₀O₆S
• Molecular Weight: 837.133

Synonyms:ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside

Chemical Property of ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside

There total 8 articles about ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-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: 98.0%

Methanesulfonic acid 6-trityloxy-hexyl ester (82777-69-3) + ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-α-D-galactopyranoside (213767-45-4) → ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside (213766-20-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h;

DOI:10.1021/jo9806097

Reference yield:

1,6-hexanediol (629-11-8) → ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside (213766-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / pyridine; CH₂Cl₂ / Ambient temperature

2: 81 percent / pyridine; CH₂Cl₂ / Ambient temperature

3: 98 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h

With sodium hydride; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1021/jo9806097

Reference yield:

6-(triphenylmethyloxy)-1-hexanol (38257-95-3) → ethyl 2,3,4-tri-O-benzyl-6-O-(6'-trityloxyhexyl)-1-thio-α-D-galactopyranoside (213766-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / pyridine; CH₂Cl₂ / Ambient temperature

2: 98 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h

With sodium hydride; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1021/jo9806097

upstream raw materials:

Methanesulfonic acid 6-trityloxy-hexyl ester

ethyl 2,3,4-tri-O-benzyl-6-O-chloroacetyl-1-thio-α-D-galactopyranoside

1,6-hexanediol

6-(triphenylmethyloxy)-1-hexanol

Downstream raw materials:

methyl 3-O-allyl-2-O-[2',3',4'-tri-O-benzyl-6'-O-(6''-trityloxyhexyl)-α-D-galactopyranosyl]-4-O-benzyl-6-O-methanesulfonyl-α-D-mannopyranoside

(1S,3R,4R,5S,6S,7R,18R,20S,21S,22R)-4,5,6,22-Tetrakis-benzyloxy-21-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-20-methoxy-2,9,16,19,23-pentaoxa-tricyclo[16.2.2.1^3,7]tricosane

methyl 3-O-allyl-2-O-[2',3',4'-tri-O-benzyl-6'-O-(6''-hydroxyhexyl)-α-D-galactopyranosyl]-4-O-benzyl-6-O-methanesulfonyl-α-D-mannopyranoside

methyl 2-O-(3'-O-allyl-4'-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-6,6'-di-O-(hexane-1,6-diyl)-α-D-mannopyranoside

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