FMOC-BETA-ALANINOL Chemical Properties

Melting point:

124-126

Boiling point:

518.9±33.0 °C(Predicted)

Density 

1.212±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly)

form 

Solid

pka

11.94±0.46(Predicted)

color 

White to Off-White

BRN 

6814792

Safety Information

Hazard Codes 

Xi

Safety Statements 

22-24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2921490090

MSDS

• Language:English Provider:SigmaAldrich

FMOC-BETA-ALANINOL Usage And Synthesis

Chemical Properties

White powder

Uses

12989 REPLACED BY 12560

Uses

Fmoc-beta-alaninol

reaction suitability

reagent type: cross-linking reagent

Synthesis

The general procedure for the synthesis of 3-(Fmoc-amino)-1-propanol from methyl 9-fluorenyl chloroformate and 3-amino-1-propanol was as follows: 3-amino-1-propanol (300 mg, 4 mmol) was dissolved in anhydrous dichloromethane (15 mL) and the reaction mixture was cooled in an ice bath. A dichloromethane solution of chloroformic acid-9-fluorenylmethyl ester (528 mg, 2 mmol) was slowly added dropwise for 30 min. Subsequently, the reaction system was warmed up to room temperature and the reaction was continued with stirring for 1.5 hours. Upon completion of the reaction, the reaction mixture was washed three times with 0.5 M hydrochloric acid solution (5 mL x 3). The organic phase was washed once more with saturated saline (5 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by rapid chromatography on silica gel (eluent: petroleum ether solution of 50% ethyl acetate) to afford the target product 3-(Fmoc-amino)-1-propanol (585 mg, 98%) as a white solid.

References

[1] Patent: CN107129455, 2017, A. Location in patent: Paragraph 0118; 0119; 0120; 0121
[2] Journal of Organic Chemistry, 2007, vol. 72, # 19, p. 7222 - 7228
[3] Synthesis, 1998, # 6, p. 859 - 866
[4] Nucleosides, Nucleotides and Nucleic Acids, 2000, vol. 19, # 8, p. 1301 - 1310
[5] Chinese Chemical Letters, 2012, vol. 23, # 8, p. 923 - 926

FMOC-BETA-ALANINOL(157887-82-6)Related Product Information

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• Fmoc-β-Ala-Nle-OH
• Fmoc-β-Ala-Met-OH
• Fmoc-β-Ala-Trp-OH
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• FMOC-BETA-ALA-OPFP
• Fmoc-β-Ala-Trp(Boc)-OH
• Fmoc-β-Ala-Tyr(tBu)-OH
• Fmoc-β-Ala-Ser-OH
• Fmoc-β-Ala-Tic-OH
• Fmoc-β-Ala-Val-OH
• Fmoc-β-Ala-Ser(Psi(Me,Me)pro)-OH
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