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3-Bromo-L-phenylalanine

3-Bromo-L-phenylalanine structure

CAS No:
82311-69-1
Formula:
C9H10BrNO2
Chemical Name:
3-Bromo-L-phenylalanine
Synonyms:
3-Br-L-Phe-OH;3-Bromo-L-phenylalanine;(L)-Bromophenyl alanine;(S)-2-Amino-3-(3'-Bromophenyl)Propanoic Acid
Categories:
Pharmaceutical Intermediates > Ophthalmic Agents

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Description

White to off-white powder

3-Bromo-L-phenylalanine Basic Attributes

Molecular Weight：

244.0852

Exact Mass：

242.989487

DSSTox ID：

DTXSID50376126

HScode：

2922499990

Characteristics

PSA：

63.3

XLogP3：

-0.8

Density：

1.6±0.1 g/cm3

Boiling Point：

368.4°C at 760 mmHg

Flash Point：

176.6±25.1 °C

Refractive Index：

1.609

Water Solubility：

Slightly soluble in water.

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

3-Bromo-L-phenylalanine Use and Manufacturing

(2S)-3-(3-Bromophenyl)-2-(ter^butoxycarbonylamino)propionic acid (5.0 g, 14.5 mmol) was suspended in 4M HCl in 1 , 4-dioxane (75 mL) and stirred for 16 h at r.t. The white precipitate was filtered and washed with EtINTERMEDIATE 65 3 -Bromo-L-phenylalanine(2jS)-3-(3-Bromophenyl)-2-(tert-butoxycarbonylamino)propiomc acid (5.0 g, 14.5 mmol) was suspended in 4M HCl in 1, 4-dioxane (75 mL) and stirred for 16 h at r.t.. The white precipitate was filtered and washed with EtTo a stirred solution of compound 10-01-1 (5 g, 0.0141 mol) in 65% aq. ethanol (50 mL) was added Et3N (10 mL, 0.0707 mol), compound 10-01-2 (3.45 g, 0.0141 mol) slowly at RT. The resulting mixture was stirred at 75C for 16 h. The reaction was monitored by LCMS. The reaction mixture was neutralized with 1.5 N HC1, precipitated solid was filtered, washed with water and dried to get the product 10-01-3 as an off white solid. (5.5g, 80.6 %)

Computed Properties

Molecular Weight:244.08
XLogP3:-0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:242.98949
Monoisotopic Mass:242.98949
Topological Polar Surface Area:63.3
Heavy Atom Count:13
Complexity:187
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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