1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

Base Information

Chemical Name:1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate
CAS No.:173033-04-0
Molecular Formula:C₂₈H₃₅O₈P
Molecular Weight:530.555
Hs Code.:

Synonyms:1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

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Chemical Property of 1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

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Technology Process of 1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

There total 7 articles about 1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate 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:

: 173033-00-6
(R)-1'-((4R,5R)-5-ethynyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1',2'-diol

: 173033-04-0
1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: 96 percent / p-TsOH / CH₂Cl₂ / 25 h / 0 - 20 °C

3: 88 percent / 1M Bu₄NH₄F / tetrahydrofuran / 4 h / Ambient temperature

4: 1.) tetrazole, 2.) mCPBA / 1.) acetonitrile, RT, 30 min, 2.) acetonitrile, CH₂Cl₂, -40 deg C, 15 min

With 1H-imidazole; 1H-tetrazole; Bu₄NH₄F; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlcr.2580361111

Reference yield:

: 173143-64-1
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-D-arabino-hex-1-ynitol

: 173033-04-0
1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / 25percent aq. AcOH / 2 h / 55 °C

2: 88 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

3: 96 percent / p-TsOH / CH₂Cl₂ / 25 h / 0 - 20 °C

4: 88 percent / 1M Bu₄NH₄F / tetrahydrofuran / 4 h / Ambient temperature

5: 1.) tetrazole, 2.) mCPBA / 1.) acetonitrile, RT, 30 min, 2.) acetonitrile, CH₂Cl₂, -40 deg C, 15 min

With 1H-imidazole; 1H-tetrazole; Bu₄NH₄F; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlcr.2580361111

Reference yield:

: 173033-01-7
1,2-dideoxy-3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-D-arabino-hex-1-ynitol

: 173033-04-0
1,2-dideoxy-3,4-O-isopropylidene-5-O-tetrahydropyranyl-D-arabino-hex-1-ynitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / p-TsOH / CH₂Cl₂ / 25 h / 0 - 20 °C

2: 88 percent / 1M Bu₄NH₄F / tetrahydrofuran / 4 h / Ambient temperature

3: 1.) tetrazole, 2.) mCPBA / 1.) acetonitrile, RT, 30 min, 2.) acetonitrile, CH₂Cl₂, -40 deg C, 15 min

With 1H-tetrazole; Bu₄NH₄F; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1002/jlcr.2580361111