1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

Base Information

Chemical Name:1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate
CAS No.:173033-05-1
Molecular Formula:C₂₀H₂₅O₇P
Molecular Weight:408.388
Hs Code.:

Synonyms:1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

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Chemical Property of 1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

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Technology Process of 1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

There total 9 articles about 1,2-dideoxy-D-arabino-hex-1-enitol 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:

: 124575-22-0
dibenzyl N,N-diisopropylphosphoroamidate

: 173033-05-1
1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 3 steps

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

2: 78 percent / 25percent aq. TFA / 0.5 h / 0 °C

3: H₂, quinolein / 5percent Pd/CaCO₃ poisonned with 3.5percent Pb / ethyl acetate / 0.5 h / Ambient temperature

With 1H-tetrazole; C₁₇H₂₆N₂O; hydrogen; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; Lindlar's catalyst; In ethyl acetate;
DOI:10.1002/jlcr.2580361111

Reference yield:

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

: 173033-05-1
1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 6 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

5: 78 percent / 25percent aq. TFA / 0.5 h / 0 °C

6: H₂, quinolein / 5percent Pd/CaCO₃ poisonned with 3.5percent Pb / ethyl acetate / 0.5 h / Ambient temperature

With 1H-imidazole; 1H-tetrazole; C₁₇H₂₆N₂O; Bu₄NH₄F; hydrogen; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; ethyl acetate; 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

: 173033-05-1
1,2-dideoxy-D-arabino-hex-1-enitol dibenzyl 6-phosphate

Guidance literature:: Multi-step reaction with 7 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

6: 78 percent / 25percent aq. TFA / 0.5 h / 0 °C

7: H₂, quinolein / 5percent Pd/CaCO₃ poisonned with 3.5percent Pb / ethyl acetate / 0.5 h / Ambient temperature

With 1H-imidazole; 1H-tetrazole; C₁₇H₂₆N₂O; Bu₄NH₄F; hydrogen; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/jlcr.2580361111