Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester

Base Information

• Chemical Name: Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester
• CAS No.: 193688-95-8
• Molecular Formula: C₅₂H₈₆O₁₄P₂Si₄
• Molecular Weight: 1109.54

Synonyms:

Chemical Property of Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester

There total 5 articles about Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl 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:

Phosphoric acid dibenzyl ester (5aR,6R,6aS,11aS,12S,12aR)-12-(benzyloxy-methoxy-phosphanyloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester → Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester (193688-95-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 0.25h; Yield given;

DOI:10.1016/S0040-4039(97)01088-5

Reference yield:

Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester (193688-95-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-tetrazole / CH₂Cl₂ / 4 h / 0 - 23 °C

2: m-CPBA / CH₂Cl₂ / 0.25 h / -78 °C

3: 1H-tetrazole / CH₂Cl₂ / 3 h / 0 °C

4: m-CPBA / CH₂Cl₂ / 0.25 h / -78 °C

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(97)01088-5

Reference yield:

1,6:3,4-bis-O-(tetraisopropyldisiloxane-1,3-diyl)-myo-inositol (123270-13-3) → Phosphoric acid benzyl ester (5aR,6S,6aS,11aS,12R,12aR)-12-(bis-benzyloxy-phosphoryloxy)-2,2,4,4,8,8,10,10-octaisopropyl-hexahydro-1,3,5,7,9,11-hexaoxa-2,4,8,10-tetrasila-benzo[1,2;4,5]dicyclohepten-6-yl ester methyl ester (193688-95-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1H-tetrazole / CH₂Cl₂ / 4 h / 0 - 23 °C

2: m-CPBA / CH₂Cl₂ / 0.25 h / -78 °C

3: 1H-tetrazole / CH₂Cl₂ / 3 h / 0 °C

4: m-CPBA / CH₂Cl₂ / 0.25 h / -78 °C

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(97)01088-5

upstream raw materials:

Dibenzyl N,N-diisopropylphosphoramidite

1,6:3,4-bis-O-(tetraisopropyldisiloxane-1,3-diyl)-myo-inositol

Downstream raw materials:

Phosphoric acid benzyl ester (1S,2S,3S,4R,5R,6R)-4-(bis-benzyloxy-phosphoryloxy)-2,3,5,6-tetrahydroxy-cyclohexyl ester methyl ester

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