N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester

Base Information

• Chemical Name: N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester
• CAS No.: 107832-07-5
• Molecular Formula: C₃₅H₄₄N₂O₆
• Molecular Weight: 588.744

Synonyms:N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester

Chemical Property of N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester

Chemical Property:

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Technology Process of N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester

There total 3 articles about N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester 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: 28.0%

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (63628-63-7) + 2-trifluoromethanesulfonyloxy-4-phenylbutyric acid benzyl ester (112076-94-5) → N6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester (107832-07-5) + (S)-6-Benzyloxycarbonylamino-2-((R)-1-benzyloxycarbonyl-3-phenyl-propylamino)-hexanoic acid tert-butyl ester (130275-82-0)

Guidance literature:

With triethylamine; In dichloromethane; 1.) RT, 1 h, 2.) reflux, 2.5 h;

DOI:10.1021/jm00105a066

Reference yield:

2-hydroxy-4-phenylbutanoic acid (4263-93-8,111611-91-7) → N6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester (107832-07-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / triethylamine / ethyl acetate / 16 h / Heating

2: 1.) pyridine / 1.) dichloromethane, -22 deg C, 15 min, 2.) RT, 1 h

3: 28 percent / triethylamine / CH₂Cl₂ / 1.) RT, 1 h, 2.) reflux, 2.5 h

With pyridine; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jm00105a066

Reference yield:

benzyl 2(R)-hydroxy-4-phenylbutyrate (109684-03-9) → N6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine tert-butyl ester (107832-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pyridine / 1.) dichloromethane, -22 deg C, 15 min, 2.) RT, 1 h

2: 28 percent / triethylamine / CH₂Cl₂ / 1.) RT, 1 h, 2.) reflux, 2.5 h

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/jm00105a066

upstream raw materials:

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

2-trifluoromethanesulfonyloxy-4-phenylbutyric acid benzyl ester

2-hydroxy-4-phenylbutanoic acid

benzyl 2(R)-hydroxy-4-phenylbutyrate

Downstream raw materials:

N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine

5-tert-butyl-3-[N²-(1(S)-carboxy-3-phenylpropyl)-L-lysyl]-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

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