1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol

Base Information

• Chemical Name: 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol
• CAS No.: 503544-12-5
• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.466

Synonyms:1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol

Chemical Property of 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol

Chemical Property:

Purity/Quality:

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Technology Process of 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol

There total 3 articles about 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol 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: 80.0%

1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-gluco-non-1-eno-4-ulose (503544-10-3) → 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo/ido-non-2-enitol + 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol (503544-12-5)

Guidance literature:

With zinc(II) tetrahydroborate; In diethyl ether; at -10 ℃; for 1h;

DOI:10.1016/S0008-6215(02)00176-3

Reference yield:

1,2:3,4:5,6-tri-O-isopropylidene-δ-gluconolactone (52492-60-1) → 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol (503544-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / tetrahydrofuran; diethyl ether / 0.33 h / -95 °C

2: 80 percent / Zn(BH₄)2 / diethyl ether / 1 h / -10 °C

With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0008-6215(02)00176-3

Reference yield:

α-bromomagnesium methylstyrene → 1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol (503544-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / tetrahydrofuran; diethyl ether / 0.33 h / -95 °C

2: 80 percent / Zn(BH₄)2 / diethyl ether / 1 h / -10 °C

With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0008-6215(02)00176-3

upstream raw materials:

1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-gluco-non-1-eno-4-ulose

1,2:3,4:5,6-tri-O-isopropylidene-δ-gluconolactone

Downstream raw materials:

4,5-O-carbonylidene-1,2,3-trideoxy-6,7:8,9-di-O-isopropylidene-2-phenyl-D-glycero-D-gulo-non-1-enitol

2,6-anhydro-4,5-O-carbonylidene-1,3-dideoxy-2-phenyl-1-phenylseleno-D-erythro-L-galacto-nonitol

2,6-anhydro-4,5-O-carbonylidene-1,3-dideoxy-2-phenyl-1-phenylseleno-D-erythro-L-talo-nonitol

4,5-O-carbonylidene-1,2,3-trideoxy-2-phenyl-D-glycero-D-gulo-non-1-enitol

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