ChemicalBook--->CAS DataBase List--->68790-38-5

68790-38-5

68790-38-5 Structure

68790-38-5 Structure
IdentificationBack Directory
[Name]

BOC-2-ABZ-OH
[CAS]

68790-38-5
[Synonyms]

BOC-ANT-OH
BOC-ABZ-OH
BOC-2-ABZ-OH
RARECHEM EM WB 0010
BOC-ANTHRANILIC ACID
BOC-AMINOBENZOIC ACID
N-BOC-ANTHRANILIC ACID
BOC-2-ABZ-OH USP/EP/BP
BOC-2-AMINOBENZOIC ACID
Boc-2-Abz-OH >=98.0% (T)
2-(BOC-AMINO)BENZOIC ACID
2-(N-Boc aMino)benzoic acid
N-2-T-BOC-2-AMINOBENZOIC ACID
(Tert-Butoxy)Carbonyl 2-Abz-OH
Boc-2-aminobenzoic acid≥ 98% (HPLC)
N-tert-Butoxycarbonylanthranilic acid
Boc-2-Abz-OH(Boc-2-aMinobenzoic Acid)
2-(T-BUTYLOXYCARBONYLAMINO)-BENZOIC ACID
N-ALPHA-T-BUTOXYCARBONYL-ANTHRANILIC ACID
NALPHA-tert-Butoxycarbonylanthranilic acid
2-(TERT-BUTYLOXYCARBONYLAMINO)-BENZOIC ACID
N-ALPHA-T-BUTOXYCARBONYL-2-AMINOBENZOIC ACID
2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoicaci
2-(Boc-amino)benzoic acid, N-Boc-anthranilic acid
2-[(2-methylpropan-2-yl)oxycarbonylamino]benzoic acid
ALPHA-BOC-ARG(N-MESITYLENESULFONYL)-OH CYCLOHEXYLAMMONIUM
[Molecular Formula]

C12H15NO4
[MDL Number]

MFCD00151862
[MOL File]

68790-38-5.mol
[Molecular Weight]

237.25
Chemical PropertiesBack Directory
[Melting point ]

153-156 °C (dec.)
[Boiling point ]

328.6±25.0 °C(Predicted)
[density ]

1.242±0.06 g/cm3(Predicted)
[storage temp. ]

Store at 0-5°C
[pka]

3.67±0.36(Predicted)
[Appearance]

White to off-white Solid
[BRN ]

2848891
[CAS DataBase Reference]

68790-38-5
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29242990
Hazard InformationBack Directory
[Chemical Properties]

Beige powder
[Uses]

peptide synthesis
[reaction suitability]

reaction type: Boc solid-phase peptide synthesis
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

Anthranilic acid

118-92-3

BOC-2-ABZ-OH

68790-38-5

GENERAL STEPS: A mixed solution of o-aminobenzoic acid (25.0 g, 182 mmol, 1.0 eq.) and 1:1 THF:H2O (364 mL, 0.5 M) was added to a 1 L round bottom flask. The resulting non-homogeneous mixture was adjusted to pH 10 by dropwise addition of 2N NaOH aqueous solution. di-tert-butyl dicarbonate (43.7 g, 200 mmol, 1.1 eq.) was added to the reaction system, and the resulting homogeneous solution was stirred overnight at room temperature. Upon completion of the reaction, THF was removed by rotary evaporation.Subsequently, the remaining aqueous solution was adjusted to pH 4 by dropwise addition of 15% aqueous citric acid to the remaining aqueous solution so that 2-(N-tert-butoxycarbonylamino)benzoic acid precipitated as a white crystalline solid. The product was collected by vacuum filtration and dried in a vacuum oven to give a white crystalline solid (36.0 g, 88% yield).

[References]

[1] Chemistry Letters, 2010, vol. 39, # 11, p. 1127 - 1129
[2] Tetrahedron Letters, 2010, vol. 51, # 29, p. 3855 - 3858
[3] Tetrahedron Letters, 2006, vol. 47, # 38, p. 6739 - 6742
[4] Patent: WO2008/79719, 2008, A1. Location in patent: Page/Page column 51-52
[5] Patent: WO2007/120339, 2007, A1. Location in patent: Page/Page column 41-42
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-2-ABZ-OH(68790-38-5)1HNMR
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