phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

Base Information

Chemical Name:phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside
CAS No.:934021-80-4
Molecular Formula:C₂₁H₂₈O₆
Molecular Weight:376.45
Hs Code.:

Synonyms:phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

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Chemical Property of phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

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Technology Process of phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

There total 1 articles about phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside 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: 82.0%

: phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

: 934021-80-4
phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

Guidance literature:: With 4-methyl-morpholine; triphenylphosphine; diethylazodicarboxylate; 2-nitrobenzenesulfonyl hydrazide; at -30 - 20 ℃; for 4h;
DOI:10.1021/jo062534+

Reference yield: 90.0%

: 934021-80-4
phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

: 934021-85-9
phenylmethyl 3-O-acetyl-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; at 0 ℃; for 3h;
DOI:10.1021/jo062534+

Reference yield:

: 934021-80-4
phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside

: 934021-88-2
phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-5,6-dihydro-6-methyl-5-oxo-2H-pyran-2-yl]-β-D-ribo-hexopyranosyl]-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / N-methylmorpholine N-oxide; OsO₄ / H₂O / 3 h / 0 °C

2.1: p-TsOH / benzene / 20 °C

2.2: 93 percent / p-TsOH / tetrahydrofuran; H₂O

3.1: 79 percent / PPh₃ / Pd₂(DBA)3*CHCl₃ / CH₂Cl₂ / 2 h / 0 °C

With osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In dichloromethane; water; benzene;
DOI:10.1021/jo062534+