147410-31-9

Basic information

• Product Name: METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE
• Synonyms: METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE;METHYL 2-(2-(N-BOC-AMINOMETHYL)PHENYL)ACETATE;TERT-BUTYL 2-((METHOXYCARBONYL)METHYL)BENZYLCARBAMATE
• CAS NO: 147410-31-9
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.33
• Mol File: 147410-31-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE(147410-31-9)
• EPA Substance Registry System: METHYL 2-(2-((TERT-BUTOXYCARBONYLAMINO)METHYL)PHENYL)ACETATE(147410-31-9)

Safety Data

• Hazardous Substances Data: 147410-31-9(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 138350-83-1 N-(tert-butoxycarbonyl)-2-methylbenzylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 749832-15-3 methyl 2-(2-(aminomethyl)phenyl)acetate 
• 18698-97-0 ortho-bromophenylacetic acid 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 20921-96-4 methyl 2-(2-cyanophenyl)acetate 
• 208124-61-2 (2-aminomethyl-phenyl)-acetic acid methyl ester hydrochloride 

Downstream Products

• 40851-66-9 2-(tert-butoxycarbonylaminomethyl)phenylacetic acid 
• 808753-00-6 2-(2-aminomethyl-phenyl)-N-methyl-N-(1-phenyl-2-pyrrolidin-1-yl-ethyl)-acetamide 
• 808752-99-0 [2-({methyl-[1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl]-carbamoyl}-methyl)-benzyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Arylacetamide κ opioid receptor agonists with reduced cytochrome P450 2D6 inhibitory activity

Some κ opioid receptor agonists of the arylacetamide class, for example, ICI 199441 (1), were found to strongly inhibit the activity of cytochrome P450 2D6 (CYP2D6) (1: CYP2D6 IC50 = 26 nM). Certain analogs bearing a substituted sulfonylamino group, for example, 13, were discovered to have significantly reduced CYP2D6 inhibitory activity (13: CYP2D6 IC50 > 10 μM) while displaying high affinity toward the cloned human κ opioid receptor, good κ/δ and κ/μ selectivity, and potent in vitro and in vivo agonist activity.

Effects of remote N-(tert-butoxycarbonyl) groups on heteroatom directed lithiation at benzylic positions

Lithiation of N-BOC-2-methylphenethylamine (6) occurs exclusively at the methyl group whereas lithiation of the phenylpropyl congener (11) is less regioselective. N-BOC-phenylpropylamine (17) is efficiently lithiated at the benzylic position while N-BOC-2