(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
CAS No.:111462-58-9
Molecular Formula:C₂₀H₃₀O₁₁
Molecular Weight:446.452
Hs Code.:

(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Synonyms:(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Chemical Property of (2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 7 articles about (2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-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: 97.0%

: 111490-44-9
methyl 3-O-benzyl-2-O-(2,3-O-isopropylidene-α-D-talopyranosyl)-α-D-talopyranoside

: 111462-58-9
(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With acetic acid; at 60 ℃; for 1h;
DOI:10.1016/0008-6215(87)84003-X

Reference yield:

: 78077-24-4
methyl 3-O-benzyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 111462-58-9
(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / 0.1 M sodium methoxide / methanol / 4 h / Ambient temperature

2: 81 percent / imidazol / dimethylformamide / 1 h / 0 °C

3: 89 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h / Ambient temperature

4: pyridinium chlorochromate, molecular sives 3A / CH₂Cl₂ / Ambient temperature

5: NaBH₄ / ethanol; H₂O / 1 h / 0 °C

6: 99 percent / M tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature

7: 97 percent / 60percent aqueous acetic acid / 1 h / 60 °C

With 1H-imidazole; sodium tetrahydroborate; molecular sives 3A; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(87)84003-X

Reference yield:

: 111462-54-5
methyl 3-O-benzyl-6-O-tert-butyldiphenylsilyl-2-O-(6-O-tert-butyldiphenylsilyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 111462-58-9
(2R,3S,4S,5R,6R)-2-((2S,3S,4S,5S,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / p-toluenesulfonic acid monohydrate / acetone / 1 h / Ambient temperature

2: pyridinium chlorochromate, molecular sives 3A / CH₂Cl₂ / Ambient temperature

3: NaBH₄ / ethanol; H₂O / 1 h / 0 °C

4: 99 percent / M tetrabutylammonium fluoride / tetrahydrofuran / 4 h / Ambient temperature

5: 97 percent / 60percent aqueous acetic acid / 1 h / 60 °C

With sodium tetrahydroborate; molecular sives 3A; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; water; acetone;
DOI:10.1016/0008-6215(87)84003-X