17343-55-4

Basic information

• Product Name: Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester
• Synonyms: Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester;[(1S)-1-Cyano-2-methylpropyl]carbamic acid benzyl ester;Carbamic acid, (1-cyano-2-methylpropyl)-, benzyl ester, L- (8CI);Carbamic acid, (1-cyano-2-methylpropyl)-, phenylmethyl ester, (S)-;Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester (9CI);(S)-N-Cbz-Valinenitrile;[(1S)-1-cyano-2-methylpropyl]-carbamicacidphenylmethylester;(S)-benzyl 1-cyano-2-methylpropylcarbamate
• CAS NO: 17343-55-4
• Molecular Formula: C₁₃H₁₆N₂O₂
• Molecular Weight: 232.28
• Mol File: 17343-55-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 53 ºC
• Appearance: /
• Density: 1.099
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester(17343-55-4)
• EPA Substance Registry System: Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester(17343-55-4)

Safety Data

• Hazardous Substances Data: 17343-55-4(Hazardous Substances Data)

Usage

General Description

Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester is a chemical compound used in the production of pharmaceuticals and pesticides. It is a methyl ester derivative of carbamic acid, containing a phenylmethyl group. Carbamic acid, [(1S)-1-cyano-2-methylpropyl]-, phenylmethyl ester has applications in the synthesis of various medications and agrochemicals, as well as in research and development. It is important to handle this chemical with care and follow proper safety protocols, as it may pose health and environmental risks if not managed properly.

InChI:InChI=1/C13H16N2O2/c1-10(2)12(8-14)15-13(16)17-9-11-6-4-3-5-7-11/h3-7,10,12H,9H2,1-2H3,(H,15,16)/t12-/m1/s1

Upstream product

• 24210-19-3 methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate 
• 119153-86-5 C₁₆H₂₁NO₆ 
• 501-53-1 benzyl chloroformate 
• 3496-11-5 2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate 
• 72-18-4 L-valine 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 13139-28-1 (S)-N-benzyloxycarbonylvalinamide 

Downstream Products

• 33043-00-4 Z-Val-Tet 
• 944913-87-5 (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile 
• 1263315-48-5 benzyl (2S,3R)-2-isopropyl-5-oxopyrrolidin-3-ylcarbamate 
• 1263315-49-6 (2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate 
• 1263315-51-0 (3R,4S) 3-(benzyloxycarbonylamino)-4-(tertbutoxycarbonylamino)-5-methylhexanoic acid 
• 1415109-61-3 C₂₆H₄₁N₃O₇ 
• 1415109-63-5 C₂₁H₃₃N₃O₅ 
• 1415109-66-8 C₂₉H₄₆N₄O₈ 
• 1415109-69-1 C₃₂H₅₂N₄O₈ 
• 1415109-71-5 C₃₅H₅₀N₄O₈ 
• 228557-27-5 (S)-1-amino-2-(Cbz-amino)-3-methylbutane 
• 17330-31-3 (R)-2-((S)-1-benzyloxycarbonylamino-2-methyl-propyl)-4,5-dihydro-thiazole-4-carboxylic acid ethyl ester 
• 944914-05-0 (4S,5S)-4-(2-hydroxyethyl)-5-(1-methylethyl)-1-phenylmethyl-imidazolidin-2-one 
• 944913-95-5 (4R,5S)-5-(1-methylethyl)-1-phenylmethyl-2-oxo-imidazolidin-4-acetic acid tert-butyl ester 

Relevant articles and documents

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Understanding the prebiotic genesis of 2-deoxy-d-ribose, which forms the backbone of DNA, is of crucial importance to unravelling the origins of life, yet remains open to debate. Here we demonstrate that 20 mol% of proteinogenic amino esters promote the selective formation of 2-deoxy-d-ribose over 2-deoxy-d-threopentose in combined yields of ≥4%. We also demonstrate the first aldol reaction promoted by prebiotically-relevant proteinogenic amino nitriles (20 mol%) for the enantioselective synthesis of d-glyceraldehyde with 6% ee, and its subsequent conversion into 2-deoxy-d-ribose in yields of ≥ 5%. Finally, we explore the combination of these two steps in a one-pot process using 20 mol% of an amino ester or amino nitrile promoter. It is hence demonstrated that three interstellar starting materials, when mixed together with an appropriate promoter, can directly lead to the formation of a mixture of higher carbohydrates, including 2-deoxy-d-ribose.