Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Chemical Name:Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester
CAS No.:208844-96-6
Molecular Formula:C₅₆H₅₇FO₁₂P₂
Molecular Weight:1003.01
Hs Code.:

Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Synonyms:Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Chemical Property of Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Technology Process of Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

There total 6 articles about Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester 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: 88.0%

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 208844-95-5
(1S,2S,3R,4S,5S,6R)-3,6-Bis-benzyloxy-4-fluoro-5-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol

: 208844-96-6
Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 ℃;
DOI:10.1016/S0960-894X(98)00172-3

Reference yield:

: 111408-68-5
3,6-di-O-benzyl-D/L-myo-inositol

: 208844-96-6
Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / dimethylsulfoxide / 40 - 45 °C

2: 1.) Bu₂SnO, 2.) CsF / 1.) toluene, 110 deg C, 2.) DMF, 80 deg C, 2 h

3: 78 percent / DAST / CH₂Cl₂ / 3 h / 35 - 40 °C

4: 92 percent / ethylene glycol, p-TSA / CH₂Cl₂ / 22 °C

5: 88 percent / 1H-tetrazole, m-CPBA / CH₂Cl₂ / -40 °C

With 1H-tetrazole; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; 3-chloro-benzenecarboperoxoic acid; cesium fluoride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0960-894X(98)00172-3

Reference yield:

: 23486-92-2,111408-67-4,114419-03-3,134109-15-2
1L(1D)-1,4(3,6)-di-O-benzyl-2,3:5,6(1,2:4,5)-di-O-cyclohexylidene-myo-inositol

: 208844-96-6
Phosphoric acid dibenzyl ester (1R,2R,3R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / aq. AcOH / 95 °C

2: 65 percent / dimethylsulfoxide / 40 - 45 °C

3: 1.) Bu₂SnO, 2.) CsF / 1.) toluene, 110 deg C, 2.) DMF, 80 deg C, 2 h

4: 78 percent / DAST / CH₂Cl₂ / 3 h / 35 - 40 °C

5: 92 percent / ethylene glycol, p-TSA / CH₂Cl₂ / 22 °C

6: 88 percent / 1H-tetrazole, m-CPBA / CH₂Cl₂ / -40 °C

With 1H-tetrazole; di(n-butyl)tin oxide; toluene-4-sulfonic acid; ethylene glycol; acetic acid; 3-chloro-benzenecarboperoxoic acid; cesium fluoride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0960-894X(98)00172-3