97352-64-2

Basic information

• Product Name: N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C
• Synonyms: N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C;N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C, 99 ATOM % 13C;boc-gly-oh-1-13c;N-(tert-Butoxycarbonyl)glycine-1-13C, Glycine-1-13C, N-t-Boc derivative;Glycine-1-13C, N-t-Boc derivative
• CAS NO: 97352-64-2
• Molecular Formula: C₇H₁₃NO₄
• Molecular Weight: 176.19
• Mol File: 97352-64-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 86-89 °C(lit.)
• Appearance: /
• CAS DataBase Reference: N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C(CAS DataBase Reference)
• NIST Chemistry Reference: N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C(97352-64-2)
• EPA Substance Registry System: N-(TERT-BUTOXYCARBONYL)GLYCINE-1-13C(97352-64-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-36/37/39
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 97352-64-2(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 20110-59-2 [1-13C]-glycine 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 145142-95-6 C₈⁽¹³⁾CH₁₇NO₄ 
• 145142-89-8 C₁₃⁽¹³⁾CH₂₅NO₆ 

Downstream Products

• 106334-46-7 C₁₅⁽¹³⁾C₂H₂₅NO₅ 
• 106334-47-8 C₁₅⁽¹³⁾C₂H₂₆N₂O₅ 
• 106334-45-6 N-BOC-glycine-1-⁽¹³⁾C benzyl ester 

Relevant articles and documents

Direct biosynthetic cyclization of a distorted paracyclophane highlighted by double isotopic labelling of l-tyrosine

The biosynthesis of pyrrocidines, fungal PK-NRP compounds featuring a strained [9]paracyclophane, was investigated in Acremonium zeae. We used a synthetic l-tyrosine probe, labelled with oxygen 18 as a reporter of phenol reactivity and carbon 13 as a tracer of incorporation of this exogenous precursor. The (18O)phenolic oxygen was incorporated, suggesting that phenol behaves as a nucleophile during the formation of the bent aryl ether.

Synthesis and Spectroscopic Properties of 13C- and 15N-Labelled tert-Butoxycarbonylglycines

Three 13C-labelled bromoacetates have been reacted both with 15N-labelled and with unlabelled di-tert-butyl imidodicarbonate and the intermediates selectively deprotected to give the corresponding isotopomeric Boc-glycines for application in peptide synthesis.The products were characterized by 1H, 13C and 15N NMR and FT-IR spectroscopy.Isotope effects on chemical shifts and IR spectra for this set of compounds are tabulated.In addition, from three isotopomers 15N-labelled amides were also prepared.

β-LACTAM SYNTHESIS: CYCLIZATION VERSUS 1,2-ACYL MIGRATION-CYCLIZATION. THE MECHANISM OF THE 1,2-ACYL MIGRATION-CYCLIZATION

The cyclization of hydroxamate 1 unexpectedly afforded two isomeric β-lactams 2 and 3.The mechanism for the formation of 3 has been shown by carbon-13 labeling to involve a novel 1,2-acyl migration-cyclization process.