(S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid
• CAS No.: 139009-81-7
• Molecular Formula: C₂HF₃O₂*C₂₂H₂₇N₃O₅
• Molecular Weight: 527.497

Synonyms:(S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid

Chemical Property of (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid

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Technology Process of (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid

There total 3 articles about (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic 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: 88.0%

4-acetamidophenyl-N2-(tert-butoxycarbonyl)-N6-(benzyloxycarbonyl)-L-lysinate (139009-73-7) + trifluoroacetic acid (76-05-1) → (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid (139009-81-7)

Guidance literature:

In water; at 0 - 5 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid (139009-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 1-ethyl-<3-(dimethylamino)propyl>carbodiimide*HCl, 4-dimethylaminopyridine / CH₂Cl₂; dimethylformamide / 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h

2: 88 percent / H₂O / 1.5 h / 0 - 5 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

4-acetaminophenol (103-90-2,8055-08-1) → (S)-2-Amino-6-benzyloxycarbonylamino-hexanoic acid 4-acetylamino-phenyl ester; compound with trifluoro-acetic acid (139009-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 1-ethyl-<3-(dimethylamino)propyl>carbodiimide*HCl, 4-dimethylaminopyridine / CH₂Cl₂; dimethylformamide / 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h

2: 88 percent / H₂O / 1.5 h / 0 - 5 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)80998-4

upstream raw materials:

4-acetamidophenyl-N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysinate

trifluoroacetic acid

Boc-Lys(Z)-OH

4-acetaminophenol

Downstream raw materials:

4-acetamidophenyl-N²-(tert-butoxycarbonyl)-L-leucyl-L-leucyl-N⁶-(benzylxycarbonyl)-L-lysinate

4-acetamidophenyl N²-<(1,2:4,5-di-O-isopropylidene-β-D-fructopyranos-3-O-yl)acetyl>-N⁶-(benzyloxycarbonyl)-L-lysinate

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