Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Base Information

Chemical Name:Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate
CAS No.:326477-46-7
Molecular Formula:C₁₉H₂₃NO₄S
Molecular Weight:361.462
Hs Code.:

Methyl (S<sub>S</sub>,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Synonyms:Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Suppliers and Price of Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

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Technology Process of Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

There total 1 articles about Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate 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: 69.0%

: 267011-72-3
methyl (S_S,R)-(+)-methyl 3-oxo-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

: 326477-45-6
(S_S,3S,5R)-(+)-methyl 3-hydroxy-5-(p-toluenesulfinylamino)-5-phenyl-pentanoate

: 326477-46-7
Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

Guidance literature:: With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at -78 ℃; for 5h; Further Variations:; Reagents; Solvents; Temperatures; Times; Product distribution;
DOI:10.1055/s-2000-8710

Reference yield: 90.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 326477-46-7
Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

: 620158-90-9
(S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-N-(p-toluenesulfinyl)aminopentanoic acid N-methoxy-N-methylamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1021/ol035390j

Reference yield:

: 326477-46-7
Methyl (S_S,3R,5R)-(+)-3-hydroxy-5-phenyl-5-(p-toluenesulfinylamino)pentanoate

: (2R,4S,6R)-4-hydroxy-6-methyl-2-phenylpiperidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 90 percent / tetrahydrofuran; hexane / -78 °C

2.1: 88 percent / diethyl ether / -78 - 20 °C

3.1: aq. HCl / tetrahydrofuran / 0.25 h / 0 °C

4.1: 70 percent / DIBAL-H-n-BuLi "ate" complex / tetrahydrofuran; diethyl ether; hexane / -78 - 0 °C

With hydrogenchloride; n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ol035390j