Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

Base Information

Chemical Name:Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester
CAS No.:202270-92-6
Molecular Formula:C₅₈H₇₀NO₁₁P
Molecular Weight:988.168
Hs Code.:

Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

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Chemical Property of Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

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Technology Process of Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

There total 1 articles about Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(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:

: 108549-21-9
benzyl-N,N,N',N'-tetraisopropylphosphorodiamidite

: 173672-85-0
D-3-O-benzyl-2,6-di-O-benzyloxymethyl-4,5-di-O-methoxybenzyl-myo-inositol

: 202270-92-6
Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: With N,N-isopropylethylamino 1H-tetrazole; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1021/jo972046p

Reference yield:

: 202270-92-6
Diisopropyl-phosphoramidous acid benzyl ester (1R,2R,3R,4R,5S,6R)-3-benzyloxy-2,6-bis-benzyloxymethoxy-4,5-bis-(4-methoxy-benzyloxy)-cyclohexyl ester

: Butyric acid (S)-1-butyryloxymethyl-3-[hydroxy-((1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis-phosphonooxy-cyclohexyloxy)-phosphoryl]-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂O, 1H-tetrazole / CH₂Cl₂ / 1 h / Ambient temperature

2: 96 percent / NaH / dimethylformamide / 0.5 h / Ambient temperature

3: 93 percent / DDQ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

4: 1.) 1H-tetrazole, 2.) m-CPBA / 1.) CH₂Cl₂, room temperature, 1 h, 2.) 30 min

5: p-TsOH*H₂O / methanol / 1 h / Ambient temperature

6: 92 percent / DCC, DMAP / CH₂Cl₂ / Ambient temperature

7: 100 percent / H₂ / Pd/C / aq. ethanol / 2585.7 Torr

With 1H-tetrazole; dmap; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo972046p