(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

Base Information

Chemical Name:(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide
CAS No.:1054608-45-5
Molecular Formula:C₂₃H₄₁NO₃Si
Molecular Weight:407.669
Hs Code.:

Synonyms:(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

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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 (2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

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Technology Process of (2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

There total 2 articles about (2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide 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: 98.0%

: 192060-67-6
(1R,2R)-(-)-pseudoephedrinepropionamide

: 1054608-45-5
(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

Guidance literature:: With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.58333h; Inert atmosphere;
DOI:10.1002/anie.201510026

Reference yield: 95.0%

: 105859-46-9
(2R)-(tert-butyldimethyl)-(3-iodo-2-methylpropoxy)silane

: 192060-67-6
(1R,2R)-(-)-pseudoephedrinepropionamide

: 1054608-45-5
(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

Guidance literature:: (1R,2R)-(-)-pseudoephedrinepropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

(2R)-(tert-butyldimethyl)-(3-iodo-2-methylpropoxy)silane; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol801499s

Reference yield:

: 1054608-45-5
(2S,4S)-5-((tert-butyldimethylsilyl)oxy)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N-2,4-trimethylpentanamide

: (1S,3S,7R,11S)-11-acetoxy-3-((tert-butyldiphenylsilyl)oxy)-1-(2-((R,Z)-3-methoxy-2-methylbut-1-en-1-yl)oxazol-4-yl)-9-methylene-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)tetradec-12-yn-1-yl (2S,4S)-2,4-dimethylhept-5-ynoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; diisopropylamine; borane-ammonia complex / tetrahydrofuran / 2.25 h / 0 - 20 °C / Inert atmosphere

2.1: 4-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate. / dichloromethane / 0.5 h / Molecular sieve; Inert atmosphere

3.1: triphenylphosphine; zinc / dichloromethane / 18 h / Inert atmosphere

3.2: 5 h / Inert atmosphere

4.1: camphor-10-sulfonic acid / dichloromethane; methanol / 8 h / 0 - 20 °C / Inert atmosphere

5.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 1 h / 0 - 20 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

With n-butyllithium; borane-ammonia complex; tetra-n-propylammonium perruthenate.; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; diisopropylamine; triphenylphosphine; zinc; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/anie.201510026