Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:171614-53-2
Molecular Formula:C₄₂H₅₀O₁₄
Molecular Weight:778.851
Hs Code.:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 11 articles about Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester 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: 72.0%

: 200003-36-7
allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->3(2-O-benzyl-4,6-O-benzylidene)-β-D-glucopyranoside

: 171614-53-2
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With hydrochloric acid diethyl ether; sodium cyanoborohydride;
DOI:10.1016/0040-4039(96)00177-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 171614-53-2
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH / dimethylformamide / 50 °C / reduced pressure

2: 85 percent / 0.1 M TMSOTf / CH₂Cl₂

3: 1.) NaCNBH₃, 3 A MS, 2.) HCl / 1.) THF, 2.) Et₂O

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00125a005

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 171614-53-2
Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-2-((2R,3R,4S,5R,6R)-2-allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / TfOH / CH₂Cl₂; cyclohexane

2: K₂CO₃ / methanol

3: p-TsOH / dimethylformamide / 50 °C / reduced pressure

4: 85 percent / 0.1 M TMSOTf / CH₂Cl₂

5: 1.) NaCNBH₃, 3 A MS, 2.) HCl / 1.) THF, 2.) Et₂O

With hydrogenchloride; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00125a005