N-T-BOC-D-3-(2-NAPHTHYL)ALANINE

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Products Intro: Product Name:N-T-boc-D-3-(2-naphthyl)alanine
CAS:56583-58-5
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Products Intro: Product Name:2-((tert-Butoxycarbonyl)amino)-3-(naphthalen-2-yl)propanoic acid
CAS:56583-58-5
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Products Intro: Product Name:2-TERT-BUTOXYCARBONYLAMINO-3-NAPHTHALEN-2-YL-PROPIONIC ACID
CAS:56583-58-5
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N-T-BOC-D-3-(2-NAPHTHYL)ALANINE Basic information
Product Name:N-T-BOC-D-3-(2-NAPHTHYL)ALANINE
Synonyms:NALPHA-tert-Butoxycarbonyl-3-(2-naphthyl)-D-alanine;2-Naphthalenepropanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-
CAS:56583-58-5
MF:C18H21NO4
MW:315.36
EINECS:
Product Categories:A - H;Amino Acids;Modified Amino Acids
Mol File:56583-58-5.mol
N-T-BOC-D-3-(2-NAPHTHYL)ALANINE Structure
N-T-BOC-D-3-(2-NAPHTHYL)ALANINE Chemical Properties
Boiling point 512.184±43.00 °C(Press: 760.00 Torr)(predicted)
density 1.200±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp. −20°C
pka3.881±0.30(predicted)
AppearanceWhite to off-white Solid
Safety Information
WGK Germany 3
MSDS Information
N-T-BOC-D-3-(2-NAPHTHYL)ALANINE Usage And Synthesis
Synthesis
3-(2-NAPHTHYL)-L-ALANINE

6960-34-5

(E)-N-((tert-Butoxycarbonyl)oxy)benziMidoyl cyanide

74651-77-7

N-T-BOC-D-3-(2-NAPHTHYL)ALANINE

56583-58-5

1. N-Boc-L-3-(2-naphthyl)alanine (0.43 g, 2.0 mmol) was dissolved in a solvent mixture of dioxane (8 ml), water (8 ml) and triethylamine (4 ml). 2. BOC-ON (0.49 g, 2.0 mmol) was added and the reaction mixture was stirred overnight at room temperature under argon protection. 3. After completion of the reaction, water (30 ml) was added for dilution and extracted with ethyl acetate (3 x 20 ml). 4. The aqueous layer was acidified to pH=4 with 10% citric acid solution and extracted again with ethyl acetate (3 x 20 ml). 5. The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a colorless oily product (0.52 g, 82% yield). 6. The product was characterized by 1H NMR (DMSO-d6): δ 7.8 (3H, m), 7.7 (1H, s), 7.4 (3H, m), 7.15 (1H, d), 4.2 (1H, m), 3.2 (1H, m), 2.9 (1H, m), 1.3 (9H, s).

References[1] Patent: US5486597, 1996, A
N-T-BOC-D-3-(2-NAPHTHYL)ALANINE Preparation Products And Raw materials
Raw materials3-(2-NAPHTHYL)-L-ALANINE-->(E)-N-((tert-Butoxycarbonyl)oxy)benziMidoyl cyanide-->Water-->Triethylamine-->1,4-Dioxane
Tag:N-T-BOC-D-3-(2-NAPHTHYL)ALANINE(56583-58-5) Related Product Information
BOC-N-METHYL-D-2-NAPHTHYLALANINE BOC-3-(1-PYRENYL)-D-ALANINE BOC-(S)-ALPHA-(2-NAPHTHALENYLMETHYL)-PROLINE BOC-D-ALA(2-ANTH)-OH N-T-BOC-D-3-(2-NAPHTHYL)ALANINE BOC-(R)-ALPHA-(2-NAPHTHALENYLMETHYL)-PROLINE Boc-3-(2-Naphthyl)-D-alanine BOC-ALPHA-(2-NAPHTHYLMETHYL)-(D,L)-PROLINE BOC-3-(1-PYRENYL)-L-ALANINE BOC-DL-ALA(2-ANTH)-OH Boc-3-(2-Naphthyl)-L-alanine BOC-N-METHYL-L-2-NAPHTHYLALANINE BOC-ALA(2-ANTH)-OH