3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

Base Information

Chemical Name:3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid
CAS No.:180297-87-4
Molecular Formula:C₆₄H₆₅O₁₄P
Molecular Weight:1089.19
Hs Code.:

Synonyms:3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

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Chemical Property of 3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

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Technology Process of 3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

There total 10 articles about 3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid 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:

: 177943-53-2
Phosphorous acid benzyl ester (R)-4-benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-oxo-2,5-dihydro-furan-3-yl ester (1S,2R,3S,4S,5R,6S)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyl ester

: 180297-87-4
3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/0008-6215(96)00043-2

Reference yield:

: 87-89-8
D-myo-inositol

: 180297-87-4
3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: p-TsOH / dimethylformamide; toluene / 10 h / 122 - 136 °C

1.2: 98 percent / p-TsOH; EtOH / 48 h / 20 °C

2.1: KOH / 2 h / 115 - 131 °C

3.1: AcOH; water / 4 h / 80 - 105 °C

4.1: 79 percent / NaOH / benzene / 5 h / Heating

5.1: 1H-tetrazole / CH₂Cl₂ / 96 h / 20 °C

6.1: 2.5 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1H-tetrazole; potassium hydroxide; sodium hydroxide; water; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 1.1: Condensation / 1.2: alcoholysis / 2.1: Alkylation / 3.1: Hydrolysis / 4.1: Alkylation / 5.1: Condensation / 6.1: Oxidation;
DOI:10.1016/0008-6215(96)00043-2

Reference yield:

: 6763-47-9,1251832-23-1
rac-1,2-O-cyclohexylidene-myo-inositol

: 180297-87-4
3-O-benzyl-5,6-O-isopropylidene-2-O-(1,3,4,5,6-penta-O-benzyl-myo-inositol-2-benzylphosphoryl)-L-ascorbic acid

Guidance literature:: Multi-step reaction with 5 steps

1: KOH / 2 h / 115 - 131 °C

2: AcOH; water / 4 h / 80 - 105 °C

3: 79 percent / NaOH / benzene / 5 h / Heating

4: 1H-tetrazole / CH₂Cl₂ / 96 h / 20 °C

5: 2.5 g / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 0 - 20 °C

With 1H-tetrazole; potassium hydroxide; sodium hydroxide; water; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; benzene; 1: Alkylation / 2: Hydrolysis / 3: Alkylation / 4: Condensation / 5: Oxidation;
DOI:10.1016/0008-6215(96)00043-2