methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

Base Information

Chemical Name:methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate
CAS No.:697789-60-9
Molecular Formula:C₁₉H₂₇NO₄S
Molecular Weight:365.494
Hs Code.:

Synonyms:methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

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Technology Process of methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

There total 3 articles about methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate 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: 43.0%

: 106-95-6
allyl bromide

: 697789-58-5
methyl (2S,3S)-3-[(benzyloxy)carbonylamino]-2-methyl-5-methylsulfanylpentanoate

: 697789-60-9
methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

Guidance literature:: With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 18h;
DOI:10.1021/jo049794g

Reference yield:

: 1152-62-1
Cbz-Met-OH

: 697789-60-9
methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; ClCO₂Et / tetrahydrofuran / 0.25 h / -15 °C

1.2: tetrahydrofuran; diethyl ether / 0 °C

1.3: 93 percent / silver benzoate; triethylamine / -25 °C

2.1: 92 percent / LDA; LiCl / tetrahydrofuran / 18 h / -78 - 20 °C

3.1: 43 percent / LDA; LiCl / tetrahydrofuran / 18 h / -78 - 20 °C

With chloroformic acid ethyl ester; triethylamine; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo049794g

Reference yield:

: 697789-43-8
methyl (3R)-3-[(benzyloxy)carbonylamino]-5-methylsulfanylpentanoate

: 697789-60-9
methyl (2S)-2-((1S)-1-(benzyloxy)carbonylamino-3-(methylsulfanyl)propyl)-2-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / LDA; LiCl / tetrahydrofuran / 18 h / -78 - 20 °C

2: 43 percent / LDA; LiCl / tetrahydrofuran / 18 h / -78 - 20 °C

With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo049794g