methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

Base Information

Chemical Name:methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate
CAS No.:1596248-14-4
Molecular Formula:C₂₅H₃₇NO₃
Molecular Weight:399.574
Hs Code.:

Synonyms:methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

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Chemical Property of methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

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Technology Process of methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

There total 8 articles about methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate 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: 95.0%

: 1596247-92-5
methyl N-(2-(((methoxycarbonyl)oxy)methyl)allyl)-N-methyl-L-leucinate

: 1596247-61-8
2-(trimethylsilyl)ethyl 1-benzyl-2-oxocyclohexane-1-carboxylate

: 1596248-14-4
methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 25 ℃; diastereoselective reaction; Glovebox; Inert atmosphere;
DOI:10.1021/ol500355z

Reference yield:

: 1596247-92-5
methyl N-(2-(((methoxycarbonyl)oxy)methyl)allyl)-N-methyl-L-leucinate

: 1596247-61-8
2-(trimethylsilyl)ethyl 1-benzyl-2-oxocyclohexane-1-carboxylate

: 1596248-14-4
methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

: 1596248-16-6
methyl N-(2-(((S)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrabutylammonium triphenyldifluorosilicate; 2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazole; In tetrahydrofuran; at 25 ℃; Overall yield = 91 %; Optical yield = 70.94 %de; diastereoselective reaction; Glovebox; Inert atmosphere;
DOI:10.1021/ol500355z

Reference yield:

: 1596247-90-3
methyl N-(2-(((methoxycarbonyl)oxy)methyl)allyl)-L-leucinate

: 1596248-14-4
methyl N-(2-(((R)-1-benzyl-2-oxocyclohexyl)methyl)allyl)-N-methyl-L-leucinate

Guidance literature:: Multi-step reaction with 2 steps

1: formaldehyd; sodium cyanoborohydride / water / 24 h / 23 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate / tetrahydrofuran / 25 °C / Glovebox; Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; formaldehyd; sodium cyanoborohydride; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; water;
DOI:10.1021/ol500355z