[(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester
• CAS No.: 153647-65-5
• Molecular Formula: C₄₁H₄₃N₅O₇
• Molecular Weight: 717.822

Synonyms:[(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

Chemical Property of [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

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Technology Process of [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

There total 5 articles about [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl 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: 94.0%

9H-fluoren-9-ylmethyl [(1S)-2-chloro-1-methyl-oxoethyl]carbamate (103321-50-2) + {(S)-1-[2-(3,4-Dihydro-1H-phthalazin-2-yl)-2-oxo-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester (153647-61-1) → [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester (153647-65-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.0833333h;

DOI:10.1016/S0040-4039(00)61615-5

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester (153647-65-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / benzotriazol-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate, N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h

2: 86 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.08 h

3: 40 percent aq. N,N-dimethylamine / tetrahydrofuran / 1 h

4: acetic acid / tetrahydrofuran / 9 h / 20 °C

5: 94 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.08 h

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; dimethyl amine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)61615-5

Reference yield:

[(S)-1-(3,4-Dihydro-1H-phthalazine-2-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester (153647-50-8) → [(S)-1-(2-{3-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-propionyl]-3,4-dihydro-1H-phthalazin-2-yl}-2-oxo-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester (153647-65-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.08 h

2: 40 percent aq. N,N-dimethylamine / tetrahydrofuran / 1 h

3: acetic acid / tetrahydrofuran / 9 h / 20 °C

4: 94 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.08 h

With acetic acid; dimethyl amine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)61615-5

upstream raw materials:

9H-fluoren-9-ylmethyl [(1S)-2-chloro-1-methyl-oxoethyl]carbamate

{(S)-1-[2-(3,4-Dihydro-1H-phthalazin-2-yl)-2-oxo-ethylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

(S)-N-(benzyloxycarbonyl)valine

[(S)-1-(3,4-Dihydro-1H-phthalazine-2-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester

Downstream raw materials:

[(S)-1-({[(S)-2-(3,4-Dihydro-1H-phthalazin-2-yl)-1-methyl-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

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