BOC-2-ABZ-OH Chemical Properties

Melting point:

153-156 °C (dec.)

Boiling point:

328.6±25.0 °C(Predicted)

Density 

1.242±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

pka

3.67±0.36(Predicted)

Appearance

White to off-white Solid

BRN 

2848891

CAS DataBase Reference

68790-38-5

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich

BOC-2-ABZ-OH Usage And Synthesis

Chemical Properties

Beige powder

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

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

BOC-2-ABZ-OH(68790-38-5)Related Product Information

• BOC-2-ABZ-OH
• BOC-4-ABZ-OH,BOC-P-ABZ-OH
• BOC-M-ABZ-OH,BOC-3-ABZ-OH
• BOC-2-AMINOBENZENE-1,4-DICARBOXYLIC ACID
• 2-TERT-BUTOXYCARBONYLAMINO-4,5-DIMETHOXY-BENZOIC ACID
• ANTHRANILIC ACID, N-BOC-3,5-DIMETHYL
• 2-(TERT-BUTOXYCARBONYL-METHYL-AMINO)-BENZOIC ACID
• BOC-2-AMINO-3-METHOXYBENZOIC ACID
• BOC-2-AMINO-6-CHLOROBENZOIC ACID
• BOC-2-AMINO-5-IODOBENZOIC ACID
• 2-TERT-BUTOXYCARBONYLAMINO-5-TRIFLUOROMETHOXY-BENZOIC ACID
• BOC-2-AMINO-6-FLUOROBENZOIC ACID
• ANTHRANILIC ACID, N-BOC-5-HYDROXY
• Benzoic acid, 5-bromo-2-[[(1,1-dimethylethoxy)carbonyl]amino]- (9CI)
• BOC-2-AMINO-5-FLUOROBENZOIC ACID
• BOC-2-AMINO-4-FLUOROBENZOIC ACID
• ANTHRANILIC ACID, N-BOC-4-CHLORO
• BOC-5-ACETAMIDO-2-AMINOBENZOIC ACID