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BOC-L-Phenylglycinol

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CAS:117049-14-6
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CAS:117049-14-6
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BOC-L-Phenylglycinol manufacturers

  • Boc-L-Phg-Ol
  • Boc-L-Phg-Ol pictures
  • $0.00/ kg
  • 2026-05-19
  • CAS:117049-14-6
  • Min. Order: 1kg
  • Purity: 98%
  • Supply Ability: 1T+
  • BOC-L-Phenylglycinol
  • BOC-L-Phenylglycinol pictures
  • $7.00 / 1kg
  • 2019-07-06
  • CAS:117049-14-6
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100KG
BOC-L-Phenylglycinol Basic information
Product Name:BOC-L-Phenylglycinol
Synonyms:TBOC-L-PHENYLGLYCINOL;(S)-N-BOC-2-PHENYLGLYCINOL;(S)-(+)-N-(TERT-BUTOXYCARBONYL)-2-PHENYLGLYCINOL;(S)-N-(TERT-BUTOXYCARBONYL)-2-PHENYLGLYCINOL;(S)-N-(TERT-BUTOXYCARBONYL)-PHENYLGLYCINOL;S(+)-2-(BOC)-AMINO-2-PHENYLETHANOL;((S)-2-HYDROXY-1-PHENYL-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER;(S)-2-(TERT-BUTOXYCARBONYLAMINO)-2-PHENYLETHANOL
CAS:117049-14-6
MF:C13H19NO3
MW:237.29
EINECS:000-000-0
Product Categories:Amino Acid Derivatives;Amino Acids
Mol File:117049-14-6.mol
BOC-L-Phenylglycinol Structure
BOC-L-Phenylglycinol Chemical Properties
Melting point 136-139 °C(lit.)
alpha +37°(19℃, c=1, CHCl3)
Boiling point 382.4±35.0 °C(Predicted)
density 1.101±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka11.55±0.46(Predicted)
form powder to crystal
color White to Orange to Green
Optical Rotation[α]19/D +37°, c = 1 in chloroform
Water Solubility Insoluble in water.
BRN 4316842
Major Applicationpeptide synthesis
InChI1S/C13H19NO3/c1-13(2,3)17-12(16)14-11(9-15)10-7-5-4-6-8-10/h4-8,11,15H,9H2,1-3H3,(H,14,16)/t11-/m1/s1
InChIKeyIBDIOGYTZBKRGI-LLVKDONJSA-N
SMILESCC(C)(C)OC(=O)N[C@H](CO)c1ccccc1
CAS DataBase Reference117049-14-6(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29051990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
BOC-L-Phenylglycinol Usage And Synthesis
Chemical PropertiesWhite solid
UsesN-Boc-L-alpha-phenylglycinol is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dye fields. Phenylglycinol-derived oxazolopiperidone lactams is used as starting materials for the enantioselective synthesis of piperidine-containing alkaloids.
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

D-Phenylglycinol

56613-80-0

N-BOC-D/L-PHENYLGLYCINOL

67341-01-9

GENERAL STEPS: Di-tert-butyl dicarbonate (31.82 g, 146.8 mmol) was slowly added to a solution of anhydrous tetrahydrofuran (292 mL) containing (R)-(-)-2-phenylglycinol (20.00 g, 145.8 mmol) and triethylamine (24.4 mL, 175.0 mmol) at 0 °C. The reaction mixture was stirred continuously for 3 hours at 0 °C. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure by rotary evaporator. The concentrated residue was dissolved in dichloromethane (200 mL) and washed with 1N hydrochloric acid (240 mL). The aqueous layer was back-extracted with dichloromethane (2 x 100 mL). All organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated again by rotary evaporator under reduced pressure to give a white solid product ((R)-tert-butyl 2-hydroxy-1-phenylethyl)carbamate (34.59 g, yield >99%). The product was characterized by 1H NMR (CDCl3): δ 1.43 (s, 9H), 2.29 (br s, 1H), 3.84-3.87 (m, 2H), 4.79 (br s, 1H), 7.29-7.39 (m, 5H).

References[1] Tetrahedron Asymmetry, 2007, vol. 18, # 23, p. 2758 - 2767
[2] Patent: WO2007/22371, 2007, A2. Location in patent: Page/Page column 28
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 20, p. 8049 - 8065
[4] Comptes Rendus Chimie, 2010, vol. 13, # 5, p. 544 - 547
[5] Letters in Organic Chemistry, 2011, vol. 8, # 1, p. 38 - 42
BOC-L-Phenylglycinol Preparation Products And Raw materials
Raw materialsDi-tert-butyl dicarbonate-->D-Phenylglycinol-->Triethylamine-->Tetrahydrofuran
Tag:BOC-L-Phenylglycinol(117049-14-6) Related Product Information
Amlodipine Besylate (S)-(+)-2-Phenylglycinol tert-Butyl acetate tert-Butyl peroxyacetate (S)-Amlodipine Diethylene glycol dibenzoate 4,4'-Diaminodiphenylsulfone Trimethoprim Ketorolac tromethamine Fosfomycin tromethamine Triamterene 2-AMINO-1-PHENYLETHANOL Hydrogenated Cottonseed Oil DL-2-Phenylglycinol tert-Butanol (S)-N-BOC-4-FLUOROPHENYLGLYCINE Docetaxel tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate