(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

Base Information

Chemical Name:(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide
CAS No.:862423-84-5
Molecular Formula:C₃₆H₄₃NO₄Si
Molecular Weight:581.827
Hs Code.:

Synonyms:(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

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Chemical Property of (2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

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Technology Process of (2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

There total 1 articles about (2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide 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:

: 862423-77-6
(4R)-3-[(2R,3R)-3-hydroxy-5-phenyl-2-(phenylmethoxy)pentanoyl]-4-benzyl-1,3-oxazolidin-2-one

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

: 58479-61-1
tert-butylchlorodiphenylsilane

: 862423-84-5
(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

: 40217-17-2,90719-32-7,120574-96-1,102029-44-7
(R)-4-(phenylmethyl)-2-oxazolidinone

Guidance literature:: (4R)-3-[(2R,3R)-3-hydroxy-5-phenyl-2-(phenylmethoxy)pentanoyl]-4-benzyl-1,3-oxazolidin-2-one; N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In tetrahydrofuran; toluene; at 0 - 20 ℃; for 2h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 27h;
DOI:10.1021/ol051226f

Reference yield: 93.0%

: 862423-84-5
(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

: 862423-76-5
(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-5-phenyl-2-(phenylmethoxy)pentanal

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1021/ol051226f

Reference yield:

: 862423-84-5
(2R,3R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-N-methoxy-N-methyl-5-phenyl-2-(phenylmethoxy)pentamide

: 862423-78-7
(5R,6R,7S,8R)-8-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-6-hydroxy-2-methyl-10-phenyl-7-(phenylmethoxy)-5-(1,1,2,2-tetramethyl-1-silapropoxy)decan-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: dicyclohexylchloroborane; EtNMe₂ / pentane / 0 - 20 °C

2.2: pentane / 9 h / -78 - -20 °C

2.3: H₂O₂; phosphate buffer / methanol; H₂O / 1 h / 20 °C / pH 7

With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; pentane; 2.2: aldol reaction;
DOI:10.1021/ol051226f