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

Base Information

Chemical Name:phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside
CAS No.:934021-87-1
Molecular Formula:C₂₃H₃₂O₉
Molecular Weight:452.502
Hs Code.:

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

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Chemical Property of phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside

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Technology Process of phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside

There total 4 articles about phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-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: 93.0%

: 1445-45-0
Trimethyl orthoacetate

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

: 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

Guidance literature:: Trimethyl orthoacetate; phenylmethyl 3-O-acetyl-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside; With toluene-4-sulfonic acid; In benzene; at 20 ℃;

With toluene-4-sulfonic acid; In tetrahydrofuran; water; Further stages.;
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

: 934021-87-1
phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 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

With 4-methyl-morpholine; osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; 2-nitrobenzenesulfonyl hydrazide; In 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

: 934021-87-1
phenylmethyl 3-O-acetyl-4-O-[3-O-acetyl-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 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

With osmium(VIII) oxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In water; benzene;
DOI:10.1021/jo062534+