(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid
• CAS No.: 114480-07-8
• Molecular Formula: C₂₈H₃₇N₃O₇
• Molecular Weight: 527.618

Synonyms:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid

Chemical Property of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid

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Technology Process of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid

There total 8 articles about (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic 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: 98.0%

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoate (42362-08-3) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid (114480-07-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; Ambient temperature;

Reference yield: 83.0%

(S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid (114480-07-8)

Guidance literature:

With triethylamine; In water; acetonitrile; for 3h;

DOI:10.1021/jm501357r

Reference yield: 82.0%

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) + (S)-2-amino-6-(tert-butoxycarbonylamino)hexanoic acid (2418-95-3) → (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoic acid (114480-07-8)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 16h;

DOI:10.1021/jm500544p

upstream raw materials:

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-6-((tert-butoxycarbonyl)amino)hexanoate

N-Cbz-L-Phe

N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

Downstream raw materials:

Benzyloxycarbonyl-L-phenylalanyl-N^ε-tert-butyloxycarbonyl-L-lysyl-L-leucin-amid

Cbz-L-Phe-L-Lys-OH

(benzyloxycarbonyl)-Phe-Lys-N-ε-(tert-butoxycarbonyl)-(p-aminobenzyl)-OH

(benzyloxycarbonyl)-Phe-Lys-N-ε-(tert-butoxycarbonyl)-PABC-(7-amino-4-methylcoumarin)

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