199005-69-1

Basic information

• Product Name: Carbamic acid, [(1S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-(hydroxymethyl)ethyl]-, phenylmethyl ester
• CAS NO: 199005-69-1
• Molecular Formula: C16H24N2O5
• Molecular Weight: 324.377
• Mol File: 199005-69-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [(1S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-(hydroxymethyl)ethyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [(1S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-(hydroxymethyl)ethyl]-, phenylmethyl ester(199005-69-1)
• EPA Substance Registry System: Carbamic acid, [(1S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-1-(hydroxymethyl)ethyl]-, phenylmethyl ester(199005-69-1)

Safety Data

• Hazardous Substances Data: 199005-69-1(Hazardous Substances Data)

Upstream product

• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 
• 501-53-1 benzyl chloroformate 
• 35761-26-3 (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid 
• 16947-84-5 N-[(benzyloxy)carbonyl]-3-[(tert-butoxycarbonyl)amino]-L-alanine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 159002-15-0 (S)-2-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)propionoic acid 
• 58457-98-0 methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)amino]propanoate 

Downstream Products

• 199005-71-5 {(S)-1-[(S)-1-((S)-2-tert-Butoxycarbonylamino-1-formyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester 
• 199005-70-4 {(S)-1-[(S)-1-((S)-2-tert-Butoxycarbonylamino-1-hydroxymethyl-ethylcarbamoyl)-2-phenyl-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid benzyl ester 
• 80312-74-9 tert-butyl (S)-(2-amino-3-hydroxypropyl)carbamate 
• 1194973-82-4 C₁₇H₂₆N₂O₅ 

Relevant articles and documents

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I and salts thereof. Also disclosed are compositions comprising compounds of formula I and methods using compounds of formula I.

BACTERIAL EFFLUX PUMP INHIBITORS

Disclosed herein are compounds of formula I: and salts thereof. Also disclosed are compositions comprising of compounds of formula I and methods using compounds of formula I.

Synthesis of a series of ω-dimethylaminoalkyl substituted ethylenediamine ligands for use in enantioselective catalysis

The title compounds H2NCH((CH2)nNMe2)CH2NH2 L1-L4 (n = 1-4) are efficiently synthesized in enantiopure form. The commercial starting materials, l-asparagine, (S)-5-hydroxymethyl-2-pyrrolidinone, and (S)-6-(((benzyloxy)carbonyl)-amino)-2-((tert-butoxycarbonyl)amino)hexanoic acid, are elaborated in 6-9 standard steps to give L1 (18% overall), L2 (13%), L3 (36%) and L4 (38%) or the corresponding tris(hydrochloric acid) salts [H3NCH((CH2)nNHMe2)CH2NH3]3+ 3Cl-, which are preferable for long term storage. The sequences make use of isobutyl carbamate, Cbz, and Boc protecting groups and Hofmann type rearrangements; the dimethylamino groups are introduced at late stages, either via reductive dimethylations or nucleophilic displacements involving mesylates and HNMe2. L1-L4 chelate to [Co(en)2]3+ fragments to give octahedral complexes that catalyze numerous enantioselective reactions.