153371-25-6

Basic information

• Product Name: Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI)
• Synonyms: Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI);(S)-tert-butyl 1-oxobutan-2-ylcarbamate;Carbamic Acid, [(1S)-1-Formylpropyl]-, 1,1-Dimethylethyl Ester
• CAS NO: 153371-25-6
• Molecular Formula: C₉H₁₇NO₃
• Molecular Weight: 187.23618
• Product Categories: N-BOC
• Mol File: 153371-25-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 44 °C
• Boiling Point: 266.5±23.0 °C(Predicted)
• Appearance: /
• Density: 1.000±0.06 g/cm3(Predicted)
• PKA: 11.43±0.46(Predicted)
• CAS DataBase Reference: Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI)(153371-25-6)
• EPA Substance Registry System: Carbamic acid, [(1S)-1-formylpropyl]-, 1,1-dimethylethyl ester (9CI)(153371-25-6)

Safety Data

• Hazardous Substances Data: 153371-25-6(Hazardous Substances Data)

Upstream product

• 7681-52-9 sodium hypochlorite 
• 150736-72-4 (S)-tert-butyl 1-hydroxybutan-2-ylcarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 160801-72-9 (S)-(1-(methyloxy(methyl)amino)-1-oxobutan-2-yl)carbamate tert-butyl ester 
• 34306-42-8 Boc-Abu 

Downstream Products

• 1598438-43-7 C₁₆H₂₃NO₄S 
• 440125-16-6 1(S)-(2-cyano-1-ethyl-2-hydroxyethyl)carbamic acid tert-butyl ester 
• 639519-90-7 2-((S)-2-Boc-amino-1-hydroxybutyl)-5-phenyl-[1,3,4]-oxadiazole 
• 911470-51-4 (Z)-(S)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonylamino-hex-2-enoic acid methyl ester 
• 477523-80-1 (S)-2-{(R)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyloxy)-3-tert-butoxycarbonylamino-pentanoylamino]-4-methyl-pentanoylamino}-3-methyl-butyric acid methyl ester 
• 289707-97-7 (S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (S)-1-(2-benzyloxycarbonyl-ethylcarbamoyl)-2-tert-butoxycarbonylamino-butyl ester 
• 289707-96-6 (S)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (S)-2-tert-butoxycarbonylamino-1-butylcarbamoyl-butyl ester 
• 289708-17-4 {(S)-1-[(S)-1-(Butylcarbamoyl-hydroxy-methyl)-propylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester 

Relevant articles and documents

Inhibitors of hepatitis C virus NS3·4A protease 2. Warhead SAR and optimization

The α-ketoamide warhead (e.g., 15) was found to be a practical replacement for aliphatic aldehydes in a series of HCV NS3·4A protease inhibitors. Structure-activity relationships and prime side optimization are discussed.

The synthesis of α,α-disubstituted α-amino acids via ichikawa rearrangement

An approach to α,α-disubstituted α-amino acids is reported. The key step is allyl cyanate-to-isocyanate rearrangement. As demonstrated, the resultant allyl isocyanates can be directly trapped with various nucleophiles, for instance, alcohols, amines, and organometallic reagents, to provide a broad range of N-functionalized allylamines. The developed method has been successfully applied in the synthesis of two bioactive peptides: 2-aminoadamantane-2-carboxylic acid derived P2X7-evoked glutamate release inhibitor and 4-amino-tetrahydropyranyl-4-carboxylic acid derived dipeptide GSK-2793660, which is currently in clinical trials as cathepsin C inhibitor for the treatment of cystic fibrosis, noncystic fibrosis bronchiectasis, ANCA-associated vasculitis and bronchiectasis.

NOVEL PYRROLIDINE DERIVATIVES

The invention relates to a compound of formula (I) wherein A and R1 to R7 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.