methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:131589-91-8
Molecular Formula:C₃₁H₄₀O₁₁
Molecular Weight:588.652
Hs Code.:

Synonyms:methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

There total 9 articles about methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside 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: 6.0%

: 131589-92-9
methyl 4-O-benzyl-6-deoxy-α-D-glucopyranoside

: 106711-52-8
Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester

: 114827-97-3
Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2S,3R,4S,5S,6R)-5-benzyloxy-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: 131589-91-8
methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

: Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2S,3S,4S,5S,6R)-5-benzyloxy-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2S,3S,4S,5S,6R)-5-benzyloxy-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With mercury(II) cyanide; In nitromethane; benzene; at 55 ℃;
DOI:10.1039/c39870001026

Reference yield: 4.4%

: 106711-52-8
Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-bromo-6-methyl-tetrahydro-pyran-3-yl ester

: 131589-92-9
methyl 4-O-benzyl-6-deoxy-α-D-glucopyranoside

: 114827-97-3
Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2S,3R,4S,5S,6R)-5-benzyloxy-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: 131589-91-8
methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

: 114827-99-5
Acetic acid (2R,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2R,3R,4R,5R,6S)-3-benzyloxy-5-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: 114827-98-4
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-((2R,3R,4R,5R,6S)-3-benzyloxy-5-hydroxy-6-methoxy-2-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With calcium sulfate; mercury(II) cyanide; In nitromethane; benzene; at 55 ℃; for 1h; Yields of byproduct given;

Reference yield:

: 89539-31-1
methyl 2,3-di-O-benzoyl-4-O-benzyl-α-D-glucopyranoside

: 131589-91-8
methyl 4-O-benzyl-6-deoxy-2-O-(2,4-di-O-acetyl-3-O-benzyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Ph₃P, CBr₄ / tetrahydrofuran / 0.25 h / Ambient temperature

2: 1.) Bu3SnH, 2.) NaOMe, MeOH / 1.) α,α'-azobis-isobutyronitrile / 1.) C6H6, reflux, 2 h, 2.) pH 9, room temperature, 2 h

3: 48 percent / mercury(II) cyanide / benzene; nitromethane / 55 °C

With methanol; carbon tetrabromide; tri-n-butyl-tin hydride; sodium methylate; mercury(II) cyanide; triphenylphosphine; azobisisobutyronitrile; In tetrahydrofuran; nitromethane; benzene;
DOI:10.1039/c39870001026