2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate

Base Information

• Chemical Name: 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate
• CAS No.: 910864-39-0
• Molecular Formula: C₅₇H₅₉O₁₃P
• Molecular Weight: 983.061
• Mol file: 910864-39-0.mol

Synonyms:2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate

Chemical Property of 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate

There total 6 articles about 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl 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: 66.0%

2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate (910864-23-2) + Benzyloxymethyl chloride (3587-60-8) → 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate (910864-39-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/jo0610816

Reference yield:

2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-1,3,5-O-orthoformate → 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate (910864-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / aq. HCl / methanol / 18 h / 20 °C

2: 53 percent / Et₃N / BocHis(Me)-[4S-tBuOPro]-[(CH₂)4-1,4-diylGly]-Tyr(tBu)-PheOMe / toluene

3: 66 percent / iPr₂NEt / dimethylformamide / 18 h / 20 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; BocHis(Me)-[4S-tBuOPro]-[(CH₂)4-1,4-diylGly]-Tyr(tBu)-PheOMe; In methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0610816

Reference yield:

2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol (910864-22-1) → 2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate (910864-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / Et₃N / BocHis(Me)-[4S-tBuOPro]-[(CH₂)4-1,4-diylGly]-Tyr(tBu)-PheOMe / toluene

2: 66 percent / iPr₂NEt / dimethylformamide / 18 h / 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; BocHis(Me)-[4S-tBuOPro]-[(CH₂)4-1,4-diylGly]-Tyr(tBu)-PheOMe; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0610816

upstream raw materials:

2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-diphenyl phosphate

Benzyloxymethyl chloride

2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol

myo-Inositol orthoformate

Downstream raw materials:

2-O-benzyl-1,5-di-O-benzyloxymethyl-D-myo-inositol-3,4,6-tris(dibenzyl phosphate)

2-O-benzyl-1,5-di-O-benzyloxymethyl-D-myo-inositol-3-dibenzyl phosphate

2-O-benzyl-1,5-di-O-benzyloxymethyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol-3-dibenzyl phosphate