1-Boc-pyrrolidine-3-carboxylic acid Chemical Properties

Melting point:

133-138 °C

Boiling point:

337.2±35.0 °C(Predicted)

Density 

1.201±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

soluble in Chloroform

form 

powder to crystal

pka

4.47±0.20(Predicted)

color 

White to Light yellow to Light orange

optical activity

0.033°(C=0.01g/ml CHCL3)

InChI

InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-5-4-7(6-11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)

InChIKey

HRMRQBJUFWFQLX-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(C(O)=O)C1

CAS DataBase Reference

59378-75-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-50/53-41

Safety Statements 

26-36/37/39-61-60-39

RIDADR 

UN 3077 9/PG 3

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29339900

MSDS

• Language:English Provider:ALFA

1-Boc-pyrrolidine-3-carboxylic acid Usage And Synthesis

Chemical Properties

Gray white solid

Uses

Pyrrolidine-1,3-dicarboxylic Acid 1-tert-Butyl Ester is a reactant used in the synthesis of potent and highly selective ERK1,2 inhibitors.

Synthesis

The general procedure for the synthesis of (R)-1-Boc-3-carboxypyrrolidine from methyl 1-Boc-pyrrolidine-3-carboxylate was as follows: sodium hydroxide (0.80 g, 20.00 mmol) was dissolved in water (15 mL), and this solution was added to a methanol (30 mL) of methyl 1-Boc-pyrrolidine-3-carboxylate (2.30 g, 10.00 mmol) solution. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, methanol was removed by concentration under reduced pressure. Subsequently, the pH of the solution was adjusted to 4 with 2 M glacial acetic acid and then extracted with dichloromethane (50 mL x 3). The organic layers were combined and dried with anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give 1.80 g of oily product in 83.00% yield.

References

[1] Organic Letters, 2005, vol. 7, # 15, p. 3287 - 3289
[2] Journal of Medicinal Chemistry, 2001, vol. 44, # 1, p. 94 - 104
[3] European Journal of Organic Chemistry, 2005, # 4, p. 673 - 682
[4] Patent: CN106336413, 2017, A. Location in patent: Paragraph 0453; 0454; 0455
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 2052 - 2059

1-Boc-pyrrolidine-3-carboxylic acid(59378-75-5)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
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• tert-Butanol
• Pyrrolidine
• Povidone iodine
• Tris(trimethylsilyl)phosphate
• Dibutyl phthalate
• Polyvinylpyrrolidone
• Buprofezin
• Cyhalofop-butyl
• BUTYL OLEATE
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