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

Base Information

Chemical Name: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
CAS No.:934021-88-2
Molecular Formula:C₂₉H₃₈O₁₁
Molecular Weight:562.614
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 79.0%

: 912454-82-1
tert-butyl ((2S,6R)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate

: 934021-87-1
phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-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:: With triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo062534+

Reference yield:

: 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

: 934021-88-2
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 4 steps

1.1: 82 percent / N-methylmorpholine; Ph₃P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / 4 h / -30 - 20 °C

2.1: 90 percent / N-methylmorpholine N-oxide; OsO₄ / H₂O / 3 h / 0 °C

3.1: p-TsOH / benzene / 20 °C

3.2: 93 percent / p-TsOH / tetrahydrofuran; H₂O

4.1: 79 percent / PPh₃ / Pd₂(DBA)3*CHCl₃ / CH₂Cl₂ / 2 h / 0 °C

With 4-methyl-morpholine; osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2-nitrobenzenesulfonyl hydrazide; In dichloromethane; water; benzene;
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+