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

Base Information

Chemical Name:(-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)
CAS No.:342789-76-8
Molecular Formula:C₇₁H₇₃O₁₇P₃
Molecular Weight:1291.27
Hs Code.:

Synonyms:(-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

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Chemical Property of (-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

Chemical Property:

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Technology Process of (-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

There total 7 articles about (-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl 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:

: Phosphorous acid dibenzyl ester (1R,2R,3S,4R,5R,6S)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(bis-benzyloxy-phosphanyloxy)-cyclohexyl ester

: 342789-76-8
(-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

Guidance literature:: With sodium dihydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo001575h

Reference yield:

: Acetic acid (3S,4S,5R,6S)-5-benzyloxy-6-methoxy-3,4-bis-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

: 342789-76-8
(-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

Guidance literature:: Multi-step reaction with 6 steps

1: 53 percent / PdCl₂ / dioxane; H₂O / 8 h / 60 °C

2: 83.6 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 3 h / 20 °C

3: 77.7 percent / diisopropylethylamine / 1,2-dichloro-ethane / 5 h / Heating

4: 79.3 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 20 °C

5: 1H-tetrazole / CH₂Cl₂ / 12 h / 20 °C

6: 81.3 mg / m-CPBA; NaH₂PO₄ / CH₂Cl₂ / 1 h / 20 °C

With 1H-tetrazole; sodium dihydrogenphosphate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; palladium dichloride; In 1,4-dioxane; dichloromethane; water; acetic acid; 1,2-dichloro-ethane; acetonitrile; 1: Ferrier-II rearrangement;
DOI:10.1021/jo001575h

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 342789-76-8
(-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate)

Guidance literature:: Multi-step reaction with 4 steps

1: 77.7 percent / diisopropylethylamine / 1,2-dichloro-ethane / 5 h / Heating

2: 79.3 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 20 °C

3: 1H-tetrazole / CH₂Cl₂ / 12 h / 20 °C

4: 81.3 mg / m-CPBA; NaH₂PO₄ / CH₂Cl₂ / 1 h / 20 °C

With 1H-tetrazole; sodium dihydrogenphosphate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1021/jo001575h