(2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid

Base Information

• Chemical Name: (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid
• CAS No.: 99094-87-8
• Molecular Formula: C₁₈H₂₅N₃O₆
• Molecular Weight: 379.413

Synonyms:(2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid

Chemical Property of (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid

Chemical Property:

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Technology Process of (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid

There total 8 articles about (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid 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: 66.0%

benzyl N-[(1S)-4-amino-1-(1H-1,2,3-benzotriazol-1-ylcarbonyl)-4-oxobutyl]carbamate (850232-63-2) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid (99094-87-8)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1055/s-2006-926287

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + N2-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester) (7763-16-8) → (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid (99094-87-8)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 1.66667h;

DOI:10.1016/S0040-4039(02)01840-3

Reference yield:

N-(N2-benzyloxycarbonyl-L-glutaminyl)-L-valine methyl ester (14317-84-1) → (2S)-2-{[(2S)-5-amino-2-{[(benzyloxy)carbonyl]amino}-5-oxopentanoyl]amino}-3-methylbutanoic acid (99094-87-8)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01639a063

upstream raw materials:

N-(N²-benzyloxycarbonyl-L-glutaminyl)-L-valine methyl ester

L-valine

N²-benzyloxycarbonyl-L-glutamine-(4-nitro-phenyl ester)

benzyl N-[(1S)-4-amino-1-(1H-1,2,3-benzotriazol-1-ylcarbonyl)-4-oxobutyl]carbamate

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