tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

Base Information

Chemical Name:tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate
CAS No.:174060-74-3
Molecular Formula:C₄₈H₅₀O₁₂P₂
Molecular Weight:880.865
Hs Code.:

Synonyms:tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

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Chemical Property of tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

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Technology Process of tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

There total 13 articles about tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate 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: 64.0%

: tetrabenzyl 1,2-(3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inosityl) bisphosphate

: 174060-74-3
tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

Guidance literature:: With (NH₄)2Ce(NO₃)2; In water; acetonitrile; for 2h; Ambient temperature;
DOI:10.1021/jo951057k

Reference yield:

: 18929-63-0
methyl 4,6-O-para-methoxybenzylidene-α-D-glucopyranoside

: 174060-74-3
tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

Guidance literature:: Multi-step reaction with 12 steps

1: 37 percent / n-Bu₄NHSO₄, aq. NaOH / CH₂Cl₂ / 48 h / Heating

2: 76 percent / NaH / dimethylformamide / 2 h / 50 °C

3: 77 percent / DIBAL-H / CH₂Cl₂ / 1 h / -40 °C

4: 1.) (COCl)2, DMSO, 2.) K₂CO₃ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) MeCN, reflux, overnight

5: 1.) Hg(OAc)2, 2.) aq. NaCl / 1.) Me₂CO, H₂O, 45 min, 2.) room temperature, 24 h

6: 59 percent / NaBH(OAc)3, glacial AcOH / acetonitrile / 0.75 h / Ambient temperature

7: 90 percent / NaOH / methanol / 2 h / Heating

8: 85 percent / TsOH / acetone / 48 h / Ambient temperature

9: 80 percent / NaH / dimethylformamide / 2 h / Ambient temperature

10: 77 percent / TsOH / acetone; H₂O / 72 h / Ambient temperature

11: 1.) 1H-tetrazole, 2.) m-CPBA / 1.) CH₂Cl₂, room temperature, 1 h, 2.) 0 deg C, 30 min; room temperature, 30 min

12: 64 percent / (NH₄)2Ce(NO₃)2 / acetonitrile; H₂O / 2 h / Ambient temperature

With 1H-tetrazole; sodium hydroxide; oxalyl dichloride; (NH₄)2Ce(NO₃)2; mercury(II) diacetate; tetra(n-butyl)ammonium hydrogensulfate; sodium tris(acetoxy)borohydride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; sodium chloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo951057k

Reference yield:

: 111465-38-4
D-3,6-di-O-benzyl-4,5-bis-O-(p-methoxybenzyl)-myo-inositol

: 174060-74-3
tetrabenzyl 1,2-(3,6-di-O-benzyl-myo-inosityl) bisphosphate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 1H-tetrazole, 2.) m-CPBA / 1.) CH₂Cl₂, room temperature, 1 h, 2.) 0 deg C, 30 min; room temperature, 30 min

2: 64 percent / (NH₄)2Ce(NO₃)2 / acetonitrile; H₂O / 2 h / Ambient temperature

With 1H-tetrazole; (NH₄)2Ce(NO₃)2; 3-chloro-benzenecarboperoxoic acid; In water; acetonitrile;
DOI:10.1021/jo951057k