methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

Base Information

Chemical Name:methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate
CAS No.:956428-91-4
Molecular Formula:C₂₀H₃₂N₂O₅Si
Molecular Weight:408.57
Hs Code.:

Synonyms:methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

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Chemical Property of methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

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Technology Process of methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

There total 1 articles about methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate 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: 90.0%

: 67-56-1
methanol

: 956428-49-2
(+)-(2S)-[tert-butyl(dimethyl)silyloxy][(2R,3R)-3-methoxy-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl]acetonitrile

: 956428-91-4
methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

Guidance literature:: With sodium methylate; at 20 ℃; for 1.25h;
DOI:10.1021/jo701452a

Reference yield:

: 956428-91-4
methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

: 956428-97-0
methyl (-)-{(3R,4R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 51 percent / sodium borohydride; nickel(II) chloride hexahydrate / methanol / 0 - 20 °C

2.1: LiAlH₄ / diethyl ether / 0 - 20 °C

2.2: 50 percent / potassium carbonate; lithium iodide / acetonitrile / 3 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; nickel dichloride; In methanol; diethyl ether;
DOI:10.1021/jo701452a

Reference yield:

: 956428-91-4
methyl (+)-(2R,3R,4S)-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-2-methoxy-3-[(4-methoxyphenyl)amino]butanoate

: (-)-(3R,4R,5S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-N-(4-methoxyphenyl)piperidin-4-amine

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / sodium borohydride; nickel(II) chloride hexahydrate / methanol / 0 - 20 °C

2: 64 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; nickel dichloride; In methanol; diethyl ether;
DOI:10.1021/jo701452a