{(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester
• CAS No.: 135697-41-5
• Molecular Formula: C₅₂H₇₂N₁₀O₈
• Molecular Weight: 965.206

Synonyms:

Chemical Property of {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester

There total 13 articles about {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-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:

(+)-(S)-6-hydroxymethyl-2-piperidinone (128726-47-6) → {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester (135697-41-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 70.4 percent / N-methylimidazole / CH₂Cl₂ / 24 h / 0 °C

2: 60 percent / DMAP, Et₃N / CH₂Cl₂ / 8 h / Ambient temperature

3: 43 percent / potassium tert-butoxide / dimethylsulfoxide

4: pyridine / 8 h / Ambient temperature

5: 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.08 h

6: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide methiodide, 4-(dimethylamino)pyridine / CH₂Cl₂

7: Et₃N / dimethylformamide / 12 h / Ambient temperature

With pyridine; 1-methyl-1H-imidazole; 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:

(S)-1,1-dimethylethyl 2-<(4-methylbenzenesulfonyl)oxy)methyl>-6-oxo-1-piperidinecarboxylate (135697-22-2) → {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester (135697-41-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 43 percent / potassium tert-butoxide / dimethylsulfoxide

2: pyridine / 8 h / Ambient temperature

3: 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.08 h

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

5: Et₃N / dimethylformamide / 12 h / Ambient temperature

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) → {(S)-1-[4-(4-tert-Butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-[(S)-1-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-ylmethyl]-4-(piperidin-1-ylcarbamoyl)-butylcarbamoyl]-butyl}-carbamic acid tert-butyl ester (135697-41-5)

Guidance literature:

Multi-step reaction with 6 steps

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

2: 19 percent / potassium tert-butoxide / dimethylsulfoxide / 48 h / Ambient temperature

3: 1 M LiOH / tetrahydrofuran; 2-methyl-propan-2-ol; ethanol; H₂O / 0.08 h

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

5: Et₃N / dimethylformamide / 12 h / Ambient temperature

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)-1,2-dimethyl <1-<<4-<<4-(1,1-dimethylethyl)benzoyl>amino>-1,2-dihydro-2-oxo-1-pyrimidinyl>methyl>-5-oxo-5-(1-piperidinylamino)pentyl>carbamate

(S)-5-tert-Butoxycarbonylamino-6-[4-(4-tert-butyl-benzoylamino)-2-oxo-2H-pyrimidin-1-yl]-hexanoic acid 4-nitro-phenyl ester

di-tert-butyl dicarbonate

(+)-(S)-6-hydroxymethyl-2-piperidinone

Downstream raw materials:

C₇₃H₉₈N₁₄O₁₁

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