(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

Base Information

Chemical Name:(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate
CAS No.:1392011-58-3
Molecular Formula:C₂₆H₃₀F₃NO₇
Molecular Weight:525.522
Hs Code.:

Synonyms:(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

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Chemical Property of (2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

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Technology Process of (2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

There total 7 articles about (2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate 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:

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: (2S,3S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxy-4,4-dimethylpentanoate

: 1392011-58-3
(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In chloroform-d1; at 20 ℃; for 25h; Inert atmosphere;
DOI:10.1021/ol303115v

Reference yield:

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: 1392011-18-5
(2S,3S)-methyl 2-(benzyloxycarbonylamino)-3-hydroxy-4,4-dimethylpentanoate

: 1392011-58-3
(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In chloroform-d1; at 20 ℃; for 25h; optical yield given as %ee; Inert atmosphere;
DOI:10.1002/chem.201103739

Reference yield:

: 3282-30-2
pivaloyl chloride

: 1392011-58-3
(2S,3S)-methyl 2-(benzyloxycarbonylamino)-4,4-dimethyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyloxy)pentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane / tetrahydrofuran; hexane / 2.5 h / -78 °C / Inert atmosphere

3.1: dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol / dichloromethane; water / -5 - 0 °C / pH 7 / Sonication

4.1: dmap; dicyclohexyl-carbodiimide / chloroform-d1 / 25 h / 20 °C / Inert atmosphere

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dichloro(benzene)ruthenium(II) dimer; sodium formate; tetra-(n-butyl)ammonium iodide; triethylamine; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; (1S,2S)-2-(benzylamino)-1,2-diphenylethanol; In tetrahydrofuran; chloroform-d1; hexane; dichloromethane; water;
DOI:10.1002/chem.201103739