(3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol

Base Information

• Chemical Name: (3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol
• CAS No.: 911028-34-7
• Molecular Formula: C₅₄H₆₀O₁₀
• Molecular Weight: 869.064

Synonyms:(3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol

Chemical Property of (3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol

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Technology Process of (3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol

There total 1 articles about (3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol 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: 92.0%

perbenzylated D-melibial → (3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol (911028-34-7)

Guidance literature:

perbenzylated D-melibial; With mercury(II) diacetate; In tetrahydrofuran; water; at 20 ℃;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; water; for 1h; cooling;

DOI:10.1002/ejoc.200600010

Reference yield: 95.0%

(3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol (911028-34-7) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-5-methanesulfonyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pentyl ester (911028-39-2)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1002/ejoc.200600010

Reference yield: 90.0%

(3R,4R,5R)-3,4-bis(benzyloxy)-6-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)hexane-1,5-diol (911028-34-7) + tert-butyldimethylsilyl chloride (18162-48-6) → C60H74O10Si (937176-63-1)

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200600959

Downstream raw materials:

Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-5-methanesulfonyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pentyl ester

C₆₀H₇₄O₁₀Si

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