2900-27-8

Basic information

• Product Name: BOC-D-PHG-OH
• Synonyms: (2S)-[(tert-butoxycarbonyl)aMino](phenyl)ethanoic acid;(S)-2-((tert-Butoxycarbonyl)aMino)-2-phenylacetic acid;N-(tert-Butoxycarbonyl)-L-2-phenylglycine, 98.0%(LC);(S)-Boc-2-aminophenylacetic acid;Boc-L-phenylglycine99%;N-Boc-L-2-phenylglycine,99%e.e.;BOC-D-ALPHA-PHENYLGLYCINE;BOC-D-A-PHENYLGLYCINE
• CAS NO: 2900-27-8
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.28
• EINECS: -0
• Product Categories: Amino Acid Derivatives;Amino Acids;Phenylglycine [Phg];Unusual Amino Acids;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 2900-27-8.mol
• Article Data: 85

Chemical Properties

• Melting Point: 88-91 °C
• Boiling Point: 407.2 °C at 760 mmHg
• Flash Point: 200.1 °C
• Appearance: /
• Density: 1.182 g/cm³
• Vapor Pressure: 2.32E-07mmHg at 25°C
• Refractive Index: 142 ° (C=1, EtOH)
• Storage Temp.: Store at RT.
• PKA: 3.51±0.10(Predicted)
• Water Solubility: Insoluble in water
• BRN: 3592362
• CAS DataBase Reference: BOC-D-PHG-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-PHG-OH(2900-27-8)
• EPA Substance Registry System: BOC-D-PHG-OH(2900-27-8)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2900-27-8(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white crystalline powder

InChI:InChI=1/C13H17NO4/c1-13(2,3)18-12(17)14-10(11(15)16)9-7-5-4-6-8-9/h4-8,10H,1-3H3,(H,14,17)(H,15,16)/t10-/m0/s1

Upstream product

• 13303-10-1 tert-Butyl 4-nitrophenyl carbonate 
• 2835-06-5 phenylglycin 
• 124-38-9 carbon dioxide 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 
• 102089-74-7 tert-butyl 2-hydroxy-1-phenylethylcarbamate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 219580-24-2 3,5-Dimethyl-pyrazole-1-carboxylic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 870-46-2 t-butoxycarbonylhydrazine 
• 4530-20-5 BOC-glycine 
• 117681-86-4 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (tert-butoxycarbonyl)aminoacetate 
• 117049-08-8 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl<(tert-butoxycarbonyl)amino>bromoacetate 
• 117049-13-5 tert-Butoxycarbonylamino-phenyl-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 

Downstream Products

• 3573-13-5 6β-((Ξ)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-penicillanic acid 
• 62166-97-6 (6R)-7t-((R)-tert-butoxycarbonylamino-phenyl-acetylsulfanyl)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 62166-87-4 6β-((R)-tert-butoxycarbonylamino-phenyl-acetylsulfanyl)-penicillanic acid 2,2,2-trichloro-ethyl ester 
• 139975-06-7 (6R)-7t-((R)-2-tert-butoxycarbonylamino-2-phenyl-acetylamino)-3-(5-methyl-[1,3,4]thiadiazol-2-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 136329-30-1 (2-Oxo-1-phenyl-2-pyrrolidin-1-yl-ethyl)-carbamic acid tert-butyl ester 
• 136354-02-4 (methoxy-phenyl-methyl)-carbamic acid tert-butyl ester 
• 145280-01-9 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (R)-2-<(tert-butoxycarbonyl)amino>-2-phenylacetate 
• 117049-13-5 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (S)-2-<(tert-butoxycarbonyl)amino>-2-phenylacetate 
• 128266-58-0 tert-Butoxycarbonylamino-phenyl-acetic acid 4-{2-[4-(2-tert-butoxycarbonylamino-2-phenyl-acetoxymethyl)-3,5-dioxo-piperazin-1-yl]-ethyl}-2,6-dioxo-piperazin-1-ylmethyl ester 
• 1061680-00-9 (6R,7R)-7-(2-tert-Butoxycarbonylamino-2-phenyl-acetylamino)-8-oxo-3-(1-trityl-1H-[1,2,3]triazol-4-ylsulfanylmethylsulfanyl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 111652-10-9 tert-Butoxycarbonylamino-phenyl-acetic acid tert-butyl ester 
• 33125-05-2 Boc-D-Phg-OH 

Relevant articles and documents

Synthesis ofN-Boc-α-amino Acids from Carbon Dioxide by Electrochemical Carboxylation ofN-Boc-α-aminosulfones

Electrochemical reduction ofN-Boc-α-aminosulfones in DMF using an undivided cell equipped with a Pt plate cathode and an Mg rod anode under atmospheric pressure of bubbling carbon dioxide through the solution under constant current conditions resulted in a reductive C-S bond cleavage with elimination of benzenesulfinate ion generating the corresponding anion species followed by fixation of carbon dioxide to give the correspondingN-Boc-α-amino acids in moderate to good yields.

Crystallization method of Boc-amino acid

The invention belongs to the technical field of medicinal chemistry, and particularly relates to a crystallization method of Boc amino acid. The preparation method comprises the following steps: (1) reacting free amino acid with di-tert-butyl dicarbonate, carrying out post-treatment to obtain a Boc-protected amino acid reaction solution, and carrying out reduced pressure distillation to remove a solvent until the solvent is dry, thereby obtaining a colorless or light yellow transparent oily substance; (2) adding a seed crystal into the obtained oily substance, standing for a period of time at normal temperature, curing the oily substance to be white, and then adding a weak polar solvent for pulping; (3) pulping for a period of time, filtering, washing, and drying under reduced pressure to obtain the product. According to the method, crystallized Boc amino acid cannot be separated out and crystallized by a conventional method, so that the purity of the product is improved, and meanwhile, the product has certain stability and can be stored for a long time without being decomposed.

COMPOUNDS USEFUL IN HIV THERAPY

The invention relates to compounds of Formula (I), (Ia), (Ib), (II) or (III), salts thereof, pharmaceutical compositions thereof, as well as therapeutic methods of treatment and prevention.