936097-38-0

Basic information

• Product Name: methyl 2-(N-tert-butoxycarbonylimino)-2-cyclopropylacetate
• Synonyms: methyl 2-(N-tert-butoxycarbonylimino)-2-cyclopropylacetate
• CAS NO: 936097-38-0
• Molecular Weight: 227.26
• Mol File: 936097-38-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-(N-tert-butoxycarbonylimino)-2-cyclopropylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(N-tert-butoxycarbonylimino)-2-cyclopropylacetate(936097-38-0)
• EPA Substance Registry System: methyl 2-(N-tert-butoxycarbonylimino)-2-cyclopropylacetate(936097-38-0)

Safety Data

• Hazardous Substances Data: 936097-38-0(Hazardous Substances Data)

Upstream product

• 638207-64-4 methyl 2-(N-tert-butoxycarbonyl-N-chloroamino)-2-cyclopropylacetate 

Relevant articles and documents

Practical syntheses of both enantiomers of cyclopropylglycine and of methyl 2-cyclopropyl-2-N-Boc-iminoacetate

A facile three-step synthesis of racemic cyclopropylglycine in multigram quantities from inexpensive cyclopropyl methyl ketone has been elaborated. Enzymatic hydrolysis of the N-Boc-protected methyl ester of cyclopropylglycine 9 with the inexpensive enzyme papain from Carica papaya affords both enantiomers of cyclopropylglycine (8) with enantiomeric excesses of 99% or better after deprotection under acidic conditions. Furthermore, the new cyclopropyl group-containing building block methyl 2-cyclopropyl-2-N-Boc-iminoacetate (13) was prepared by N-chlorination and subsequent dehydrochlorination with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Addition of nucleophiles to 13 offers a ready access to an unusual, orthogonally bisprotected α,α-diamino acid derivative and interesting components of rigid peptide backbones.