60398-41-6

Basic information

• Product Name: Boc-L-Phe-CHN2
• Synonyms: BOC-L-PHE-CHN2;(S)-tert-butyl (4-diazo-3-oxo-1-phenylbutan-2-yl)carbamate(WXG00296);(S)-tert-butyl (4-diazo-3-oxo-1-phenylbutan-2-yl)carbamate
• CAS NO: 60398-41-6
• Molecular Formula: C₁₅H₁₉N₃O₃
• Molecular Weight: 0
• Mol File: 60398-41-6.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Boc-L-Phe-CHN2(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-Phe-CHN2(60398-41-6)
• EPA Substance Registry System: Boc-L-Phe-CHN2(60398-41-6)

Safety Data

• Hazardous Substances Data: 60398-41-6(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 541-41-3 chloroformic acid ethyl ester 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 70-25-7 N-Methyl-N'-nitro-N-nitrosoguanidine 
• 543-27-1 isobutyl chloroformate 
• 33294-54-1 N-t-butoxycarbonyl-L-phenylalanine anhydride 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 462101-51-5 ((S)-1-Chlorocarbonyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 67729-36-6 Boc-Phe-O-COO-isoBu 

Downstream Products

• 60398-42-7 methyl (3S)-3-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoate 
• 115313-20-7 methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-phenylbutanoate 
• 51871-62-6 (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid 
• 34351-19-4 (3S)-3-amino-1-chloro-4-phenyl-2-butanone hydrochloride 
• 102123-74-0 (S)-tert-butyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate 
• 170116-28-6 N-tert-butyloxycarbonyl-(S)-β³-homophenylalanyl-N-methylamide 
• 171919-78-1 tert-butyl (S)-2-benzyl-3-oxoazetidine-1-carboxylate 
• 210533-63-4 (S)-tert-butyl 4-(methoxy(methyl)amino)-4-oxo-1-phenylbutan-2-ylcarbamate 
• 329348-45-0 benzyl (S)-3-{[(tert-butoxy)carbonyl]amino}-4-phenylbutanoate 
• 289493-17-0 (1-benzyl-3-diazo-2-oxo-butyl)-carbamic acid tert-butyl ester 
• 98760-08-8 (2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane 
• 162536-74-5 ((1S,2R)-3-Amino-1-benzyl-2-methoxy-propyl)-carbamic acid tert-butyl ester 
• 160232-54-2 1,1-dimethylethyl [(1S,2R)-2-hydroxy-3-(methylamino)-1-(phenylmethyl)propyl]carbamate 
• 162536-72-3 [R-(R*,S*)]-[3-Azido-2-hydroxy-1-(phenylmethyl) propyl]carbamic acid, 1,1-dimethylethyl ester 

Relevant articles and documents

Design and Optimization of a Continuous Stirred Tank Reactor Cascade for Membrane-Based Diazomethane Production: Synthesis of α-Chloroketones

The development of a continuous diazomethane generator comprising a continuous stirred tank reactor (CSTR) cascade and membrane separation technology is reported. This reactor concept was applied for the telescoped three-step synthesis of a chiral α-chloroketone, a key building block for many HIV protease inhibitors, via a modified Arndt-Eistert reaction starting from N-protected l-phenylalanine. The initial mixed anhydride was generated in a coil reactor and directly introduced into the CSTR diazomethane cascade. The use of a semipermeable Teflon membrane (AF-2400) allowed the generation of anhydrous diazomethane, which diffuses through the membrane into the CSTR where it is immediately consumed by the anhydride to furnish the corresponding diazoketone. The subsequent halogenation with concentrated HCl was performed downstream in batch and allowed production of the α-chloroketone on a multigram scale, with a productivity of 1.54 g/h (5.2 mmol/h).

Synthesis of enantiomerically pure δ-benzylproline derivatives

The (2S,5R) stereoisomer of 5-benzylproline, i.e. the l-proline analogue that bears a δ-benzyl substituent cis to the carbonyl function, has been prepared in enantiomerically pure form and excellent global yield. The procedure involves the construction of

Continuous flow synthesis of β-amino acids from α-amino acids via Arndt-Eistert homologation

A fully continuous four step process for the preparation of β-amino acids from their corresponding α-amino acids utilizing the Arndt-Eistert homologation approach is described. the Partner Organisations 2014.