phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

Base Information

Chemical Name:phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside
CAS No.:389081-90-7
Molecular Formula:C₁₇H₂₄O₆Se
Molecular Weight:403.334
Hs Code.:

Synonyms:phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

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Chemical Property of phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

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Technology Process of phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

There total 4 articles about phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside 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: 65.0%

: 176798-33-7
2,2,3,3-tetramethoxybutane

: 374115-40-9
phenyl 1-seleno-β-D-xylopyranoside

: 613248-02-5
phenyl 2,3-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

: 389081-90-7
phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

Guidance literature:: With camphor-10-sulfonic acid; trimethyl orthoformate; In methanol; for 1.5h; Heating;
DOI:10.1021/ja011321t

Reference yield:

: 50837-92-8
2,3,4-tri-O-acetyl-D-xylopyranosyl bromide

: 389081-90-7
phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 14.7 g / Et₃N / acetonitrile / 1 h / 20 °C

2: 99 percent / NaOMe; MeOH / tetrahydrofuran / 2 h / 20 °C

3: 65 percent / CH(OMe)3; CSA / methanol / 1.5 h / Heating

With methanol; camphor-10-sulfonic acid; sodium methylate; triethylamine; trimethyl orthoformate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1021/ja011321t

Reference yield:

: 62446-93-9
1,2,3,4-tetra-O-acetyl-D-xylopyranose

: 389081-90-7
phenyl 3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: HBr; AcOH / CH₂Cl₂ / 2 h / 20 °C

2: 14.7 g / Et₃N / acetonitrile / 1 h / 20 °C

3: 99 percent / NaOMe; MeOH / tetrahydrofuran / 2 h / 20 °C

4: 65 percent / CH(OMe)3; CSA / methanol / 1.5 h / Heating

With methanol; camphor-10-sulfonic acid; hydrogen bromide; sodium methylate; acetic acid; triethylamine; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja011321t