4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester

Base Information

• Chemical Name: 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester
• CAS No.: 135697-46-0
• Molecular Formula: C₅₉H₇₇N₉O₁₀
• Molecular Weight: 1072.31

Synonyms:4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester

Chemical Property of 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester

Chemical Property:

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Technology Process of 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester

There total 14 articles about 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl 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:

(S)-Pyroglutaminol (17342-08-4) → 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester (135697-46-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 80 percent / N-methylimidazole / CH₂Cl₂ / 24 h / 0 °C

2: 62 percent / potassium tert-butoxide / dimethylsulfoxide / 18 h / 25 °C

3: dimethylformamide / 8 h / 40 °C

4: 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂

5: 79 percent / (p-toluenesulfonyl)hydrazine / CH₂Cl₂ / 24 h / 25 °C

6: 83 percent / pyridine / 8 h / Ambient temperature

7: 73 percent / 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.13 h

8: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

9: Et₃N / dimethylformamide / 2 h / 25 °C

10: 73 percent / pyridine / 0.5 h

With pyridine; 1-methyl-1H-imidazole; dmap; lithium hydroxide; potassium tert-butylate; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; triethylamine; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jo00021a010

Reference yield:

(S)-(1-tert-butoxycarbonyl-5-oxopyrrolidin-2-yl)-methyl-4-methylbenzenesulfonate (135697-21-1) → 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester (135697-46-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 62 percent / potassium tert-butoxide / dimethylsulfoxide / 24 h / Ambient temperature

2: 83 percent / pyridine / 8 h / Ambient temperature

3: 73 percent / 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.13 h

4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

5: Et₃N / dimethylformamide / 2 h / 25 °C

6: 73 percent / pyridine / 0.5 h

With pyridine; dmap; lithium hydroxide; potassium tert-butylate; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jo00021a010

Reference yield:

p-tert-butyl benzoyl chloride (1710-98-1) → 4-tert-Butyl-benzoic acid 2-({(S)-4-{(S)-4-tert-butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoylamino}-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoyl}-methyl-amino)-ethyl ester (135697-46-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / pyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: 71 percent / potassium tert-butoxide / dimethylsulfoxide / 10 h / 65 °C

3: 73 percent / 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.13 h

4: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

5: Et₃N / dimethylformamide / 2 h / 25 °C

6: 73 percent / pyridine / 0.5 h

With pyridine; dmap; lithium hydroxide; potassium tert-butylate; 3-{[(ethylimino)methylene]-amino}-N,N,N-trimethyl-1-propanaminium iodide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jo00021a010

upstream raw materials:

(S)-4-tert-Butoxycarbonylamino-5-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-pentanoic acid 4-nitro-phenyl ester

(S)-2-<<4-<<(1,1-dimethylethoxy)carbonyl>amino>-5-<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>-1-oxopentyl>methylamino>ethyl 4-(1,2-dimethylethyl)benzoate

(S)-toluene-4-sulfonic acid 5-oxo-pyrrolidin-2-ylmethyl ester

(S)-4-amino-1-<(5-oxo-2-pyrrolidinyl)methyl>-2(1H)-pyrimidinone

Downstream raw materials:

C₇₉H₁₀₁N₁₃O₁₃

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