{(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester
• CAS No.: 199340-34-6
• Molecular Formula: C₄₆H₇₅N₇O₈
• Molecular Weight: 854.144

Synonyms:

Chemical Property of {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester

There total 10 articles about {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid 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:

Spermine (71-44-3) → {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester (199340-34-6)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 5 h / Ambient temperature

2: Et₃N / methanol / Ambient temperature

3: 92 percent / H₂ / 10percent Pd/C / methanol / 4 h

4: 97 percent / K₂CO₃ / acetone / 8 h / Heating

5: 100 percent / TFA / CH₂Cl₂ / 12 h

6: Et₃N / dimethylformamide / Ambient temperature

With hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(97)00137-5

Reference yield:

O-benzyl-S-tyrosine (16652-64-5) → {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester (199340-34-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 99 percent / 1N aq. NaOH / tetrahydrofuran / 4 h / Ambient temperature

2: tetrahydrofuran / 0.5 h

3: Et₃N / tetrahydrofuran / 5 h / Ambient temperature

4: Et₃N / methanol / Ambient temperature

5: 92 percent / H₂ / 10percent Pd/C / methanol / 4 h

6: 97 percent / K₂CO₃ / acetone / 8 h / Heating

7: 100 percent / TFA / CH₂Cl₂ / 12 h

8: Et₃N / dimethylformamide / Ambient temperature

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(97)00137-5

Reference yield:

Heptanoic acid [(S)-1-{3-[4-(3-amino-propylamino)-butylamino]-propylcarbamoyl}-2-(4-benzyloxy-phenyl)-ethyl]-amide (199340-29-9) → {(S)-5-Benzyloxycarbonylamino-5-[3-(4-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propylamino}-butylamino)-propylcarbamoyl]-pentyl}-carbamic acid tert-butyl ester (199340-34-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Et₃N / methanol / Ambient temperature

2: 92 percent / H₂ / 10percent Pd/C / methanol / 4 h

3: 97 percent / K₂CO₃ / acetone / 8 h / Heating

4: 100 percent / TFA / CH₂Cl₂ / 12 h

5: Et₃N / dimethylformamide / Ambient temperature

With hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(97)00137-5

upstream raw materials:

N₂-benzyloxycarbonyl-N₆-t-butoxycarbonyl-L-lysine 4-nitrophenyl ester

Heptanoic acid [(S)-1-{3-[4-(3-amino-propylamino)-butylamino]-propylcarbamoyl}-2-(4-methoxy-phenyl)-ethyl]-amide

Spermine

O-benzyl-S-tyrosine

Downstream raw materials:

[(S)-5-Benzyloxycarbonylamino-5-(3-{tert-butoxycarbonyl-[4-(tert-butoxycarbonyl-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propyl}-amino)-butyl]-amino}-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

[(S)-5-Amino-5-(3-{tert-butoxycarbonyl-[4-(tert-butoxycarbonyl-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propyl}-amino)-butyl]-amino}-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester

[(S)-5-(3-{tert-Butoxycarbonyl-[4-(tert-butoxycarbonyl-{3-[(S)-2-heptanoylamino-3-(4-methoxy-phenyl)-propionylamino]-propyl}-amino)-butyl]-amino}-propylcarbamoyl)-5-(2-diazo-3,3,3-trifluoro-propionylamino)-pentyl]-carbamic acid tert-butyl ester

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