1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

Base Information

Chemical Name:1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I
CAS No.:182072-54-4
Molecular Formula:C₃₀H₄₀O₈
Molecular Weight:528.643
Hs Code.:

Synonyms:1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

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Chemical Property of 1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

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Technology Process of 1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

There total 3 articles about 1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I 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: 59.0%

: 182072-53-3
1,2-O-benzylidene-9,10-O-isopropylidene taxicine I

: 182072-54-4
1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

Guidance literature:: With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; water; tert-butyl alcohol; for 62.5h;
DOI:10.1016/S0040-4020(97)00797-7

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 182072-54-4
1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / p-toluenesulfonic acid / tetrahydrofuran / 7.67 h / 20 - 60 °C / ice cooling

2: 86 percent / aq. NaOH / tetrahydrofuran / 21.5 h / 20 °C / Heating

3: 59 percent / N-methylmorpholine N-oxide / OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 62.5 h

With sodium hydroxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; water; tert-butyl alcohol; 1: Cyclization / 2: Hydrolysis / 3: dihydroxylation;
DOI:10.1016/S0040-4020(97)00797-7

Reference yield:

: 14550-93-7
5-O-cinnamoyl-9,10-isopropylidenetaxicine I

: 182072-54-4
1,2-O-benzylidene-9,10-O-isopropylidene-4,20-dihydro-4α,20-dihydroxy taxicine I

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / p-toluenesulfonic acid / tetrahydrofuran / 7.67 h / 20 - 60 °C / ice cooling

2: 86 percent / aq. NaOH / tetrahydrofuran / 21.5 h / 20 °C / Heating

3: 59 percent / N-methylmorpholine N-oxide / OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 62.5 h

With sodium hydroxide; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; water; tert-butyl alcohol; 1: Cyclization / 2: Hydrolysis / 3: dihydroxylation;
DOI:10.1016/S0040-4020(97)00797-7