(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Base Information

Chemical Name:(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide
CAS No.:890016-94-1
Molecular Formula:C₃₉H₆₃NO₆Si
Molecular Weight:670.018
Hs Code.:

(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Synonyms:(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Suppliers and Price of (2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

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Chemical Property of (2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

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Technology Process of (2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

There total 14 articles about (2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 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:

: 890016-93-0
tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane

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

: 890016-94-1
(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: (1R,2R)-(-)-pseudoephedrinepropionamide; With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 0.666667h;

tert-butyl((2S,3R)-2-((4R,5R,6R)-6-((S)-1-iodopropan-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)pentan-3-yloxy)dimethylsilane; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ol0607241

Reference yield:

: 890016-83-8
(2S,3R)-2-methyl-3-(triisopropylsilyloxy)pentanal

: 890016-94-1
(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 11 steps

1.1: TiCl₄; (-)-sparteine / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / -20 - 0 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

3.1: DIBAL / CH₂Cl₂; hexane / -78 °C

4.1: TiCl₄; ethyldiisopropylamine / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / 0 °C

5.1: 2,6-lutidine / CH₂Cl₂ / 20 °C

6.1: LiBH₄ / methanol; tetrahydrofuran / 20 °C

7.1: I₂; imidazole; PPh₃ / CH₂Cl₂ / 48 h / 20 °C

8.1: p-TSA / CH₂Cl₂; methanol

9.1: CSA / CH₂Cl₂; methanol

10.1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

11.1: LiCl; lithium diisopropylamide / tetrahydrofuran / 0.67 h / -78 - 20 °C

11.2: tetrahydrofuran / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; lithium borohydride; camphor-10-sulfonic acid; iodine; titanium tetrachloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; (-)-sparteine; lithium diisopropyl amide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; hexane; dichloromethane; 11.2: Myers alkylation;
DOI:10.1021/ol0607241

Reference yield:

: 890017-03-5
(2S,3R,4R,5S,6S,7R)-1-iodo-2,4,6-trimethylnonane-3,5,7-triol

: 890016-94-1
(2S,4R)-4-[(2R,4S,5S,6R)-6-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: CSA / CH₂Cl₂; methanol

2.1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

3.1: LiCl; lithium diisopropylamide / tetrahydrofuran / 0.67 h / -78 - 20 °C

3.2: tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; 3.2: Myers alkylation;
DOI:10.1021/ol0607241