1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

Base Information

Chemical Name:1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose
CAS No.:123823-31-4
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

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Chemical Property of 1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

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Technology Process of 1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

There total 11 articles about 1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose 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: 89.6%

: 123823-34-7,123823-35-8,123880-03-5,123880-04-6
1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-4,4'-O-isopropylidene-β-D-xylo-hexopyranose

: 123823-31-4
1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

Guidance literature:: With KU-2 (H⁺)-resin; In methanol; for 0.333333h;
DOI:10.1016/S0008-6215(00)90496-8

Reference yield: 54.6%

: 123823-28-9
4-C-Acetyl-1,6-anhydro-2-O-benzyl-3-deoxy-β-D-xylo-hexopyranose

: 123823-30-3
1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(L-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

: 123823-31-4
1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.5h;
DOI:10.1016/S0008-6215(00)90496-8

Reference yield:

: 100-44-7
benzyl chloride

: 123823-31-4
1,6-Anhydro-2-O-benzyl-3-deoxy-4-C-(D-glycero-4'-hydroxyethyl)-β-D-xylo-hexopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 1) 1.4 M Na-methylsulfinylmethanide / 1) methyl sulfoxide, 0.5 h, 2) 1 h

2: 80 percent / PdCl₂, Na-acetate / acetic acid; H₂O / Ambient temperature

3: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -65 deg C, 15 min.

4: 1) BuLi / 1) oxolane, hexane, 2.5 h, 2) oxolane, -70 deg C, 3 h

5: 91 percent / HgCl₂, CdCO₃ / acetone; H₂O / 8 h / Heating

6: 54.6 percent / NaBH₄ / methanol / 0.5 h

With sodium tetrahydroborate; n-butyllithium; cadmium(II) carbonate; oxalyl dichloride; dimsylsodium; sodium acetate; dimethyl sulfoxide; triethylamine; mercury dichloride; palladium dichloride; In methanol; water; acetic acid; acetone;
DOI:10.1016/S0008-6215(00)90496-8