1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Base Information

Chemical Name:1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol
CAS No.:173911-80-3
Molecular Formula:C₃₉H₄₄O₈
Molecular Weight:640.774
Hs Code.:

Synonyms:1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

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Chemical Property of 1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Chemical Property:

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Technology Process of 1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

There total 11 articles about 1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol 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: 80.0%

: 100-39-0
benzyl bromide

: 173911-79-0
1,2-O-isopropylidene-3-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

: 173911-80-3
1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.1021/jo951057k

Reference yield:

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

: 173911-80-3
1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 9 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

With sodium hydroxide; oxalyl dichloride; 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; sodium chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo951057k

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 173911-80-3
1,2-O-isopropylidene-3,6-di-O-benzyl-4,5-di-O-(p-methoxybenzyl)-myo-inositol

Guidance literature:: Multi-step reaction with 10 steps

1: p-TsOH / dimethylformamide / 2.5 h / 50 °C

2: 37 percent / n-Bu₄NHSO₄, aq. NaOH / CH₂Cl₂ / 48 h / Heating

3: 76 percent / NaH / dimethylformamide / 2 h / 50 °C

4: 77 percent / DIBAL-H / CH₂Cl₂ / 1 h / -40 °C

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

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

7: 59 percent / NaBH(OAc)3, glacial AcOH / acetonitrile / 0.75 h / Ambient temperature

8: 90 percent / NaOH / methanol / 2 h / Heating

9: 85 percent / TsOH / acetone / 48 h / Ambient temperature

10: 80 percent / NaH / dimethylformamide / 2 h / Ambient temperature

With sodium hydroxide; oxalyl dichloride; 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; sodium chloride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo951057k