benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

Base Information

Chemical Name:benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate
CAS No.:212117-39-0
Molecular Formula:C₂₂H₃₃NO₅
Molecular Weight:391.508
Hs Code.:

Synonyms:benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

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Chemical Property of benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

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Technology Process of benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

There total 8 articles about benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate 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: 74.0%

: 1738-69-8
L-Leucine benzyl ester

: 212117-38-9
4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butanal

: 212117-39-0
benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

Guidance literature:: With sodium cyanoborohydride; acetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(98)01075-2

Reference yield:

: 1738-69-8
L-Leucine benzyl ester

: 212117-37-8
(E)-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]-2-butenal

: 212117-39-0
benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

: 4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butanoic acid

Guidance literature:: (E)-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]-2-butenal; With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 6h;

L-Leucine benzyl ester; With acetic acid; In methanol; at 0 ℃; for 0.116667h;

With sodium cyanoborohydride; In tetrahydrofuran; methanol; at 20 ℃; for 0.75h;
DOI:10.1021/jm020482k

Reference yield:

: 73991-95-4,114458-03-6,119618-59-6,113278-68-5
2-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]acetic acid

: 212117-39-0
benzyl (2S)-2-({4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / BH₃ / tetrahydrofuran / 3 h / 0 - 24 °C

2.1: pyridinium chlorochromate / CH₂Cl₂ / 4 h / 25 °C

3.1: 46 percent / toluene / 1.5 h / 80 °C

4.1: H₂ / Pd/C / ethyl acetate / 6 h / 20 °C

4.2: AcOH / methanol / 0.12 h / 0 °C

4.3: 6.89 g / NaBH₃CN / tetrahydrofuran; methanol / 0.75 h / 20 °C

With borane; hydrogen; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene; 3.1: Wittig reaction;
DOI:10.1021/jm020482k