(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

Base Information

Chemical Name:(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide
CAS No.:1378532-47-8
Molecular Formula:C₁₃H₁₇FNO₃P
Molecular Weight:285.255
Hs Code.:

Synonyms:(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

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Chemical Property of (-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

Chemical Property:

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Technology Process of (-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

There total 6 articles about (-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide 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:

: 14047-53-1
3-hydroxy-2-hydroxymethylpyridine

: 1378532-51-4
(-)-(1S,3R,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide

: 1378532-47-8
(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

Guidance literature:: Multi-step reaction with 8 steps

1.1: hydrogen / water / 35 °C / 45004.5 Torr / pH 3

2.1: potassium carbonate / ethanol / Reflux

3.1: pyridine / -20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -60 °C

5.1: sodium tetrahydroborate / ethanol / -15 °C

5.2: -15 - 20 °C

6.1: Chiralcel_.(R). OD / hexane; iso-butanol

7.1: water; potassium hydroxide / ethanol / 3 h / 20 °C

8.1: phosphoryl dichloride fluoride; triethylamine / diethyl ether / 0.03 h / 0 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; oxalyl dichloride; phosphoryl dichloride fluoride; water; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; potassium hydroxide; In diethyl ether; ethanol; hexane; dichloromethane; water; iso-butanol;
DOI:10.1002/hlca.201100507

Reference yield:

: 27230-48-4,105888-88-8,146937-08-8
3-hydroxy-2-hydroxymethylpiperidine

: 1378532-51-4
(-)-(1S,3R,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide

: 1378532-47-8
(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / ethanol / Reflux

2.1: pyridine / -20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -60 °C

4.1: sodium tetrahydroborate / ethanol / -15 °C

4.2: -15 - 20 °C

5.1: Chiralcel_.(R). OD / hexane; iso-butanol

6.1: water; potassium hydroxide / ethanol / 3 h / 20 °C

7.1: phosphoryl dichloride fluoride; triethylamine / diethyl ether / 0.03 h / 0 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; oxalyl dichloride; phosphoryl dichloride fluoride; water; potassium carbonate; dimethyl sulfoxide; triethylamine; potassium hydroxide; In diethyl ether; ethanol; hexane; dichloromethane; iso-butanol;
DOI:10.1002/hlca.201100507

Reference yield:

: 817196-20-6
2,2-dimethyl-propionic acid 1-benzyl-3-hydroxy-piperidin-2-ylmethyl ester

: 1378532-51-4
(-)-(1S,3R,6R)-7-benzyl-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalin 3-oxide

: 1378532-47-8
(-)-(2S,4aR,8aS)-2-fluorohexahydro-5-(phenylmethyl)-4H-1,3,2-dioxaphosphorino[5,4-b]pyridine 2-oxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -60 °C

2.1: sodium tetrahydroborate / ethanol / -15 °C

2.2: -15 - 20 °C

3.1: Chiralcel_.(R). OD / hexane; iso-butanol

4.1: water; potassium hydroxide / ethanol / 3 h / 20 °C

5.1: phosphoryl dichloride fluoride; triethylamine / diethyl ether / 0.03 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; oxalyl dichloride; phosphoryl dichloride fluoride; water; dimethyl sulfoxide; triethylamine; potassium hydroxide; In diethyl ether; ethanol; hexane; dichloromethane; iso-butanol;
DOI:10.1002/hlca.201100507