Boc-L-serine methyl ester Chemical Properties

alpha 

-18 º (c=5 in methanol)

Boiling point:

354.3±32.0 °C(Predicted)

Density 

1.082 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.452(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

pka

10.70±0.46(Predicted)

form 

Liquid or Oil

color 

Colorless to yellow

optical activity

[α]20/D 18°, c = 5 in methanol

Water Solubility 

Slightly soluble in water.

BRN 

3545389

InChIKey

SANNKFASHWONFD-LURJTMIESA-N

CAS DataBase Reference

2766-43-0(CAS DataBase Reference)

Safety Information

Safety Statements 

23-24/25

WGK Germany 

3

HS Code 

29241990

MSDS

• Language:English Provider:SigmaAldrich

Boc-L-serine methyl ester Usage And Synthesis

Chemical Properties

Liquid

Uses

N-tert-Butoxycarbonyl-L-serine Methyl Ester is an amino acid derivative used in the preparation of Tn antigen, L-glutamic acid p-nitroanilide analogs and new biomedical polymers having Serine and Threonine side groups.

Uses

Boc-L-serine methyl ester is a derivative of L-Serine Methyl Ester Hydrochloride (S271005) derivative. Boc-L-serine methyl ester is an amino acid derivative used in the preparation of Tn antigen, L-glutamic acid p-nitroanilide analogs and new biomedical polymers having Serine and Threonine side groups.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

General procedure for the synthesis of Boc-L-serine methyl ester from di-tert-butyl dicarbonate and L-serine methyl ester hydrochloride: crude L-serine methyl ester hydrochloride (0.29 mol) was suspended in dichloromethane (200 mL), followed by the addition of triethylamine (79 mL, 0.57 mol) and di-tert-butyl dicarbonate (68 g, 0.31 mol) to the mixture. The reaction was carried out at 0°C. After removal of the cooling bath, the reaction mixture was stirred at room temperature overnight and then diluted with methyl tert-butyl ether (300 mL). The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel to afford Boc-L-serine methyl ester (60 g, 94% yield) as a colorless oil.

References

[1] European Journal of Organic Chemistry, 2000, # 1, p. 115 - 124
[2] Organic Letters, 2003, vol. 5, # 24, p. 4599 - 4602
[3] Journal of Organic Chemistry, 2015, vol. 80, # 1, p. 40 - 51
[4] Journal of the American Chemical Society, 2016, vol. 138, # 43, p. 14218 - 14221
[5] Organic and Biomolecular Chemistry, 2013, vol. 11, # 19, p. 3089 - 3093

Boc-L-serine methyl ester(2766-43-0)Related Product Information

• Ethopabate
• Boc-Ser(tBu)-OH
• L-ALPHA-PHOSPHATIDYLSERINES, BRAIN, BOVINE
• L-Serine
• L-Homoserine
• D-Cycloserine
• BOC-SER-OH
• Paraquat dichloride
• Methanol
• N-Carbobenzyloxyglycine
• Methyl acrylate
• Basic Violet 1
• DL-Serine
• Methylparaben
• Acetonitrile
• Kresoxim-methyl
• BOC-D-SERINE METHYL ESTER
• BOC-L-4-Chlorophe