(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

Base Information

Chemical Name:(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester
CAS No.:443149-77-7
Molecular Formula:C₃₀H₄₂N₂O₅
Molecular Weight:510.674
Hs Code.:

Synonyms:(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

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Chemical Property of (3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

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Technology Process of (3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

There total 5 articles about (3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester 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: 92.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 443149-76-6
(3R)-5-methyl-3-[(1S)-(1-methylcarbamoyl-2-phenylethylamino)methyl]hexanoic acid tert-butyl ester

: 443149-77-7
(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

Guidance literature:: With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 0.5h; pH=10;
DOI:10.1021/jo0110698

Reference yield:

: 35373-92-3
L-phenylalanine methylamide

: 443149-77-7
(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / tetrabutylammonium iodide; potassium carbonate / dimethylformamide / 144 h / 60 °C

2: 92 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 20 °C / pH 10

With tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0110698

Reference yield:

: 144287-83-2
(R)-tert-butyl 3-((S)-4-benzyl-2-oxooxazolidine-3-carbonyl)-5-methylhexanoate

: 443149-77-7
(3R)-3-{[benzyloxycarbonyl-(1S)-(1-methylcarbamoyl-2-phenylethyl)amino]methyl}-5-methylhexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / lithium borohydride; MeOH / diethyl ether / 1.5 h / 0 °C

2: 89 percent / PPh₃; CBr₄ / CH₂Cl₂ / 2 h / 20 °C

3: 42 percent / tetrabutylammonium iodide; potassium carbonate / dimethylformamide / 144 h / 60 °C

4: 92 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 20 °C / pH 10

With methanol; lithium borohydride; carbon tetrabromide; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0110698