Methyl L-prolinate hydrochloride Chemical Properties

Melting point:

69-71 °C(lit.)

alpha 

-33 º (c=1, H2O)

Boiling point:

55 °C / 11mmHg

Density 

1.1426 (rough estimate)

refractive index 

-31.5 ° (C=1, H2O)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform, Methanol (Slightly), Water (slightly)

form 

Crystalline Powder, Crystals, and/or Chunks

color 

White

optical activity

[α]20/D 31°, c = 0.5 in H2O

Sensitive 

Hygroscopic

BRN 

3596045

Stability:

Hygroscopic

InChIKey

HQEIPVHJHZTMDP-JEDNCBNOSA-N

CAS DataBase Reference

2133-40-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/38

Safety Statements 

26-37/39

WGK Germany 

3

F 

3-8-10-21

Hazard Note 

Harmful

HS Code 

29189900

MSDS

• Language:English Provider:Methyl L-prolinate hydrochloride
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Methyl L-prolinate hydrochloride Usage And Synthesis

Chemical Properties

Crystalline

Uses

L-Proline Methyl Ester Hydrochloride (cas# 2133-40-6) is a compound useful in organic synthesis.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

The general procedure for the synthesis of L-proline methyl ester hydrochloride from methanol and L-proline was as follows: first, methyl (S)-pyrrolidine-2-carboxylate was prepared by reacting (S)-proline (10.2 g, 88.6 mmol) with SOCl? (11.6 g, 7.10 mL, 97.5 mmol) in refluxed methanol (60 mL) for 29 hours. Upon completion of the reaction, excess solvent and SOCl? were removed by distillation under reduced pressure to afford the proline ester as a gray oil (15.9 g, quantitative yield). Subsequently, 2-fluoro-1-nitrobenzene (6.92 g, 5.18 mL, 49.0 mmol) was reacted with methyl (S)-pyrrolidine-2-carboxylate (7.55 g, 45.6 mmol) prepared as described above according to the literature method to afford bright yellow crystals of L-prolinylmethyl ester hydrochloride (12.0 g, quantitative yield), which was used without further purification for subsequent The product can be used for subsequent experiments without further purification.

References

[1] Heterocycles, 1986, vol. 24, # 4, p. 1045 - 1060
[2] Bulletin des Societes Chimiques Belges, 1994, vol. 103, # 5-6, p. 201 - 206
[3] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 22, p. 3767 - 3775
[4] European Journal of Organic Chemistry, 2002, # 19, p. 3304 - 3314
[5] Tetrahedron, 2008, vol. 64, # 42, p. 9992 - 9998

Methyl L-prolinate hydrochloride(2133-40-6)Related Product Information

• tert-Butyl L-prolinate hydrochloride
• Kresoxim-methyl
• L-PROLINE-(4-3H(N))
• Methyl acrylate
• D-Proline
• Bensulfuron methyl
• Methylparaben
• cis-4-Hydroxy-L-proline
• Topotecan hydrochloride
• L-Alanine methyl ester hydrochloride
• H-PRO-OTBU
• Thiophanate-methyl
• Methyl
• H-PRO-HYP-OH
• tert-butyl 5-oxo-L-prolinate
• H-SER-GLY-OH
• Ethyl L-serinate hydrochloride
• 2-Pyrrolidinecarbonitrile,1-acetyl-,(2S)-(9CI)