methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

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Chemical Name:methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate
CAS No.:956428-98-1
Molecular Formula:C₂₈H₄₂N₂O₅Si
Molecular Weight:514.737
Hs Code.:

Synonyms:methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

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Chemical Property of methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

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Technology Process of methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

There total 6 articles about methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate 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: 50.0%

: 956428-94-7
(+)-(3R,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-2-one

: 96-32-2
bromoacetic acid methyl ester

: 956428-98-1
methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

Guidance literature:: (+)-(3R,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-2-one; With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

bromoacetic acid methyl ester; With potassium carbonate; lithium iodide; In acetonitrile; at 20 ℃; for 3h; Further stages.;
DOI:10.1021/jo701452a

Reference yield:

: 956428-92-5
methyl (+)-(2R,3R,4S)-2-benzyloxy-4-[tert-butyl(dimethyl)silyloxy]-4-cyano-3-[(4-methoxyphenyl)amino]butanoate

: 956428-98-1
methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 56 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:

: 956428-53-8
(+)-(2S)-[(2R,3R)-3-benzyloxy-1-(4-methoxyphenyl)-4-oxoazetidin-2-yl][tert-butyl(dimethyl)silyloxy]acetonitrile

: 956428-98-1
methyl (+)-{(3S,4R,5R)-3-benzyloxy-5-[tert-butyl(dimethyl)silyl]oxy-4-[(4-methoxyphenyl)amino]piperidin-1-yl}acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / sodium methoxide / 1.25 h / 20 °C

2.1: 56 percent / sodium borohydride; nickel(II) chloride hexahydrate / methanol / 0 - 20 °C

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

3.2: 50 percent / potassium carbonate; lithium iodide / acetonitrile / 3 h / 20 °C

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