(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

Base Information

Chemical Name:(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate
CAS No.:1424403-25-7
Molecular Formula:C₂₇H₄₅NO₄
Molecular Weight:447.659
Hs Code.:

Synonyms:(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

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Chemical Property of (R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

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Technology Process of (R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

There total 19 articles about (R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate 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: 94.0%

: 1424403-17-7
(5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid

: 593-51-1
methylamine hydrochloride

: 1424403-25-7
(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

Guidance literature:: (5R,7R)-7-(((R)-6-(benzyloxy)-2-methylhexanoyl)oxy)-5,8,8-trimethylnonanoic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 0.0833333h;

methylamine hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1016/j.tet.2013.01.048

Reference yield:

: C₂₆H₄₂O₅

: 593-51-1
methylamine hydrochloride

: 1424403-25-7
(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

: 1424403-19-9
C₂₇H₄₅NO₄

Guidance literature:: C₂₆H₄₂O₅; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; for 0.0833333h;

methylamine hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 6h; Overall yield = 94 %; Overall yield = 200 mg;
DOI:10.1016/j.tet.2013.01.048

Reference yield:

: 4(R)-benzyl-3-<6-(benzyloxy)hexanoyl>oxazolidin-2-one

: 1424403-25-7
(R)-(3R,5R)-2,2,5-trimethyl-9-(methylamino)-9-oxononan-3-yl 6-(benzyloxy)-2-methylhexanoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C / Cooling with ice

3.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 0.25 h / -15 °C

3.2: 12 h / 0 °C

4.1: triethylamine; silver(I) acetate / 2 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / toluene / 0.17 h / -78 °C

6.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1 h / 20 °C

7.1: diethyl ether / 0.5 h / 0 - 20 °C

8.1: dimethylsulfide borane complex; (S)-Corey-Bakshi-Shibata oxazaborolidine / toluene / 4 h / 0 °C

9.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

9.2: 12 h / 0 - 20 °C / Inert atmosphere

10.1: lithium hydroxide / tetrahydrofuran; water; methanol / 3 h / 0 °C

10.2: pH 2

11.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / dichloromethane / 0.08 h

11.2: 6 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; dihydrogen peroxide; silver(I) acetate; sodium hexamethyldisilazane; chloroformic acid ethyl ester; diisobutylaluminium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; lithium hydroxide; (S)-Corey-Bakshi-Shibata oxazaborolidine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1016/j.tet.2013.01.048