Boc-PheψLeu-OMe

Base Information

• Chemical Name: Boc-PheψLeu-OMe
• CAS No.: 431063-61-5
• Molecular Formula: C₂₂H₃₃N₃O₄
• Molecular Weight: 403.522

Synonyms:Boc-PheψLeu-OMe

Chemical Property of Boc-PheψLeu-OMe

Chemical Property:

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Technology Process of Boc-PheψLeu-OMe

There total 1 articles about Boc-PheψLeu-OMe 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:

trimethylsilyl cyanide (7677-24-9) + Boc-L-phenylalaninal (72155-45-4) + methyl (L)-leucinate hydrochloride (7517-19-3) → Boc-PheψLeu-OMe (431063-61-5)

Guidance literature:

With triethylamine; zinc(II) chloride; In methanol; at 0 ℃; for 24h;

DOI:10.1016/0040-4039(91)80539-I

Reference yield: 83.0%

Boc-PheψLeu-OMe (431063-61-5) → (S)-2-((S)-2-tert-Butoxycarbonylamino-1-cyano-3-phenyl-propylamino)-4-methyl-pentanoic acid

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 1.5h; Ambient temperature;

DOI:10.1021/jo00071a031

Reference yield: 34.0%

L-alanine methyl ester hydrochloride (2491-20-5) + Boc-PheψLeu-OMe (431063-61-5) → (S)-2-{(1S,2S)-2-tert-Butoxycarbonylamino-1-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester (431059-48-2) + (S)-2-{(1R,2S)-2-tert-Butoxycarbonylamino-1-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester (431059-49-3) + [(S)-1-((S)-6-Isobutyl-5-oxo-piperazin-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 8h; under 760 Torr;

DOI:10.1021/jo0256336

upstream raw materials:

trimethylsilyl cyanide

Boc-L-phenylalaninal

methyl (L)-leucinate hydrochloride

Downstream raw materials:

(S)-2-((1S,2S)-2-tert-Butoxycarbonylamino-1-carbamoyl-3-phenyl-propylamino)-4-methyl-pentanoic acid methyl ester

(S)-2-((1S,2S)-1-Aminomethyl-2-tert-butoxycarbonylamino-3-phenyl-propylamino)-4-methyl-pentanoic acid methyl ester

(S)-2-{(1S,2S)-2-tert-Butoxycarbonylamino-1-[((S)-1-methoxycarbonyl-ethylamino)-methyl]-3-phenyl-propylamino}-4-methyl-pentanoic acid methyl ester

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