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

Base Information

Chemical Name:benzyl (2S)-2-({3-methoxy-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate
CAS No.:546141-48-4
Molecular Formula:C₂₃H₃₅NO₆
Molecular Weight:421.534
Hs Code.:

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

There total 8 articles about benzyl (2S)-2-({3-methoxy-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: 39.0%

: 67-56-1
methanol

: 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

: 546141-48-4
benzyl (2S)-2-({3-methoxy-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

Guidance literature:: methanol; L-Leucine benzyl ester; (E)-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]-2-butenal; With acetic acid; at 0 ℃; for 0.5h;

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 4h;
DOI:10.1021/jm020482k

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 546141-48-4
benzyl (2S)-2-({3-methoxy-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butyl}amino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: cesium carbonate / dimethylformamide / 0 °C

1.2: 95 percent / dimethylformamide / 0 - 25 °C

2.1: 100 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

3.1: HOAc / 0.5 h / 0 °C

3.2: 39 percent / NaBH₃CN; AcOH / methanol / 4 h / 20 °C

With caesium carbonate; acetic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020482k

Reference yield:

: 61-90-5,21675-61-6,25248-98-0,70-45-1
L-leucine

: 546141-48-4
benzyl (2S)-2-({3-methoxy-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 / aq. NaOH / dioxane / 23 h / 25 °C

2.1: cesium carbonate / dimethylformamide / 0 °C

2.2: 95 percent / dimethylformamide / 0 - 25 °C

3.1: 100 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

4.1: HOAc / 0.5 h / 0 °C

4.2: 39 percent / NaBH₃CN; AcOH / methanol / 4 h / 20 °C

With sodium hydroxide; caesium carbonate; acetic acid; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020482k