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

Base Information

• Chemical Name: phenylmethyl 2,6-dideoxy-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-β-D-ribo-hexopyranoside
• CAS No.: 934021-86-0
• Molecular Formula: C₁₉H₂₈O₇
• Molecular Weight: 368.427

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about phenylmethyl 2,6-dideoxy-4-O-[2,6-dideoxy-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: 93.0%

phenylmethyl 3-O-acetyl-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranoside (934021-85-9) → phenylmethyl 2,6-dideoxy-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-β-D-ribo-hexopyranoside (934021-86-0)

Guidance literature:

With lithium hydroxide; In methanol; water; at 20 ℃; for 3h;

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 → phenylmethyl 2,6-dideoxy-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-β-D-ribo-hexopyranoside (934021-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / N-methylmorpholine; Ph₃P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / 4 h / -30 - 20 °C

2: 90 percent / N-methylmorpholine N-oxide; OsO₄ / H₂O / 3 h / 0 °C

3: 93 percent / LiOH / methanol; H₂O / 3 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triphenylphosphine; diethylazodicarboxylate; 2-nitrobenzenesulfonyl hydrazide; In methanol; water;

DOI:10.1021/jo062534+

Reference yield:

phenylmethyl 3-O-acetyl-2,6-dideoxy-4-O-[(2R,6R)-3,6-dihydro-6-methyl-2H-pyran-2-yl]-β-D-ribo-hexopyranoside (934021-80-4) → phenylmethyl 2,6-dideoxy-4-O-[2,6-dideoxy-β-D-ribo-hexopyranosyl]-β-D-ribo-hexopyranoside (934021-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / N-methylmorpholine N-oxide; OsO₄ / H₂O / 3 h / 0 °C

2: 93 percent / LiOH / methanol; H₂O / 3 h / 20 °C

With lithium hydroxide; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In methanol; water;

DOI:10.1021/jo062534+

upstream raw materials:

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

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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