17460-58-1

Basic information

• Product Name: D-Serine, N-[(phenylmethoxy)carbonyl]-L-alanyl-
• CAS NO: 17460-58-1
• Molecular Formula: C14H18N2O6
• Molecular Weight: 310.307
• Mol File: 17460-58-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: D-Serine, N-[(phenylmethoxy)carbonyl]-L-alanyl-(CAS DataBase Reference)
• NIST Chemistry Reference: D-Serine, N-[(phenylmethoxy)carbonyl]-L-alanyl-(17460-58-1)
• EPA Substance Registry System: D-Serine, N-[(phenylmethoxy)carbonyl]-L-alanyl-(17460-58-1)

Safety Data

• Hazardous Substances Data: 17460-58-1(Hazardous Substances Data)

Upstream product

• 1142-20-7 N-Cbz-Ala 
• 312-84-5 D-Serine 
• 820239-42-7 benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate 
• 5874-57-7 R-(-)-serine methyl ester hydrochloride 
• 56-45-1 L-serin 
• 65638-93-9 N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid 
• 17350-66-2 N-benzyloxycarbonylalaninehydrazid 
• 501-53-1 benzyl chloroformate 
• 3401-36-3 (N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester 
• 76413-56-4 3-(N-benzyloxycarbonyl-L-alanyl)-1,3-thiazolidine-2-thione 
• 19542-34-8 N-(benzyloxycarbonyl)-L-alanyl-L-serine methyl ester 

Downstream Products

• 1380521-32-3 (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-(((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanoyl)oxy)propanoic acid 
• 1380521-40-3 C₂₀H₂₉N₃O₇ 
• 1380521-35-6 (S)-2-((S)-2-aminopropanamido)-3-(((S)-2-(((tert-butoxy)carbonyl)amino)-3-phenylpropanoyl)oxy)propanoic acid 
• 86895-22-9 Boc-Cys(MBzl)-Ala-Gly-Ala-Ser-OH 
• 186023-45-0 (2S,4S)-3-((S)-2-Benzyloxycarbonylamino-propionyl)-2-biphenyl-4-yl-oxazolidine-4-carboxylic acid 
• 136206-21-8 17β-(N-benzyloxycarbonyl-L-alanyl-L-seryl)aminoestra-1,3,5(10)-trien-3-ol 

Relevant articles and documents

Ecological base-conditioned preparation of dipeptides using unprotected α-amino acids containing hydrophilic side chains

The coupling reactions of 3-phenylpropanoic acid and Ncarboxybenzyl á-amino acids with unprotected á-amino acids containing hydrophilic side chains such as aliphatic alcohol, aromatic alcohol, thiol, carboxylic acid, and amide afforded the corresponding amides in 6696% yield without racemization via the corresponding mixed carbonic carboxylic anhydrides under basic conditions through an ecological green synthetic method.

Chemical ligation from O-acyl isopeptides via 8-and 11-membered cyclic transition states

Unprotected O-acylated serine and O-acylated threonine isopeptides have been synthesized, and their conversion to native tripeptides and tetrapeptides by O-to N-terminus transfer investigated. Ligations involving 8-and 11-membered cyclic transition states

Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl)benzotriazoles

Coupling an unprotected amino acid or dipeptide in partially aqueous solution with a readily available N-(Z-α-amino-acyl)benzotriazole or N-(Z-α-aminopetidoyl)benzotriazole affords N-terminal-protected di-, tri-, and tetrapeptides in yields of 85-98% (average 95% for 2a-i, 93% for 4a-f and 4a′, 86% for 5a-b) with minimal epimerization.