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

Base Information

Chemical Name:Phosphoric acid dibenzyl ester (1S,2R,3R,4S,5R,6S)-2-benzyloxy-6-benzyloxymethoxy-3-(bis-benzyloxy-phosphoryloxy)-5-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester
CAS No.:176506-68-6
Molecular Formula:C₅₇H₅₉FO₁₃P₂
Molecular Weight:1033.03
Hs Code.:

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

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

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

There total 10 articles about Phosphoric acid dibenzyl ester (1S,2R,3R,4S,5R,6S)-2-benzyloxy-6-benzyloxymethoxy-3-(bis-benzyloxy-phosphoryloxy)-5-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:

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: (1R,2R,3S,4S,5R,6S)-2-Benzyloxy-4-benzyloxymethoxy-5-fluoro-6-(4-methoxy-benzyloxy)-cyclohexane-1,3-diol

: 176506-68-6
Phosphoric acid dibenzyl ester (1S,2R,3R,4S,5R,6S)-2-benzyloxy-6-benzyloxymethoxy-3-(bis-benzyloxy-phosphoryloxy)-5-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; Yield given;
DOI:10.1016/0040-4039(96)00169-4

Reference yield:

: 129444-05-9
(3aS,4S,4aR,7aS,8S,8aS)-8-Fluoro-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxol-4-ol

: 176506-68-6
Phosphoric acid dibenzyl ester (1S,2R,3R,4S,5R,6S)-2-benzyloxy-6-benzyloxymethoxy-3-(bis-benzyloxy-phosphoryloxy)-5-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / NaH / dimethylformamide / 0 °C

2: 80 percent / acetyl chloride / CH₂Cl₂; methanol / 0.17 h / Ambient temperature

3: NaH / dimethylformamide / 5 h / 0 °C

4: pyridine / 12 h / 0 °C

5: conc. HCl / methanol / 12 h / Ambient temperature

6: pyridine / 0 °C

7: DIPEA / tetrahydrofuran / 72 h / Heating

8: aq. NaOH / methanol / Ambient temperature

9: NaH / dimethylformamide / 0 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium hydride; N-ethyl-N,N-diisopropylamine; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00169-4

Reference yield:

: 129365-60-2
(3aS,4R,5S,6S,7R,7aS)-4-Benzyloxy-7-fluoro-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5,6-diol

: 176506-68-6
Phosphoric acid dibenzyl ester (1S,2R,3R,4S,5R,6S)-2-benzyloxy-6-benzyloxymethoxy-3-(bis-benzyloxy-phosphoryloxy)-5-fluoro-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 5 h / 0 °C

2: pyridine / 12 h / 0 °C

3: conc. HCl / methanol / 12 h / Ambient temperature

4: pyridine / 0 °C

5: DIPEA / tetrahydrofuran / 72 h / Heating

6: aq. NaOH / methanol / Ambient temperature

7: NaH / dimethylformamide / 0 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00169-4