(2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 73113-84-5
• Molecular Formula: C₄₇H₅₈O₁₄
• Molecular Weight: 846.969

Synonyms:

Chemical Property of (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol

There total 6 articles about (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol 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:

tetra-O-benzyl glucopyranosyl chloride (25320-59-6) → (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol (73113-84-5,73174-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: silver perchlorate/4-A molecular sieve / 1,2-dimethoxy-ethane; diethyl ether / 15 h

2: sodium methoxide / 10 h / Ambient temperature

With 4 A molecular sieve; sodium methylate; silver perchlorate; In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1016/S0008-6215(00)85919-4

Reference yield:

tetra-O-benzyl glucopyranosyl chloride (25320-59-6) → (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol (73113-84-5,73174-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: silver perchlorate/4-A molecular sieve / 1,2-dimethoxy-ethane; diethyl ether / 15 h

2: sodium methoxide / 10 h / Ambient temperature

With 4 A molecular sieve; sodium methylate; silver perchlorate; In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1016/S0008-6215(00)85919-4

Reference yield:

methyl 4-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside (73113-82-3) → (2S,3R,4R,5R,6S)-2-[(2S,3S,4R,5R,6R)-3-Hydroxy-6-methoxy-2-methyl-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3,4,5-triol (73113-84-5,73174-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: silver perchlorate/4-A molecular sieve / 1,2-dimethoxy-ethane; diethyl ether / 15 h

2: sodium methoxide / 10 h / Ambient temperature

With 4 A molecular sieve; sodium methylate; silver perchlorate; In 1,2-dimethoxyethane; diethyl ether;

DOI:10.1016/S0008-6215(00)85919-4

upstream raw materials:

methyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1<*>2)-O-<(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1<*>3)>-4-O-acetyl-α-L-rhamnopyranoside

tetra-O-benzyl glucopyranosyl chloride

methyl 4-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

methyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1<*>2)-O-<(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1<*>3)>-4-O-acetyl-α-L-rhamnopyranoside

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