Fmoc-D-proline Chemical Properties

Melting point:

110-116°C

Boiling point:

548.6±43.0 °C(Predicted)

Density 

1.328±0.06 g/cm3(Predicted)

refractive index 

32 ° (C=1, DMF)

storage temp. 

2-8°C

solubility 

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

pka

3.95±0.20(Predicted)

form 

powder to crystal

color 

White to Light yellow

optical activity

[α]/D +31.0±3.0°, c = 1 in DMF

BRN 

5856698

Major Application

peptide synthesis

InChI

InChI=1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m1/s1

InChIKey

ZPGDWQNBZYOZTI-GOSISDBHSA-N

SMILES

N1(C(OCC2C3=C(C=CC=C3)C3=C2C=CC=C3)=O)CCC[C@@H]1C(O)=O

CAS DataBase Reference

101555-62-8(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2933 99 80

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

Fmoc-D-proline Usage And Synthesis

Chemical Properties

White powder

Uses

In organic synthesis, N-Fmoc-D-proline are often employed as important intermediates in various areas such as peptide synthesis, asymmetric synthesis, medicinal chemistry, and polymer chemistry.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Synthesis

D-proline was added to a round-bottomed flask, 10% aqueous sodium carbonate was added and stirred to dissolve, then dioxane was added, and a 10% dioxane solution of 9-fluorenylmethoxycarbonyl chloride was slowly added dropwise into the reaction solution under an ice bath, and after the dropwise addition was completed the reaction was carried out in an ice bath for 2 hours, and then at room temperature for 8 hours, and the reaction was diluted with the addition of water, and the extract was carried out with ether 4 times, the aqueous layer was placed in an ice bath, the pH was adjusted with concentrated hydrochloric acid until the Congo red paper showed blue, placed in a refrigerator overnight, the white precipitate was extracted with ethyl acetate, the combined organic solution was washed with water, the organic layer was dried with anhydrous magnesium sulphate, and the product FMOC-D-proline was obtained by pumping dry.

Fmoc-D-proline(101555-62-8)Related Product Information

• D-Proline
• Nalpha-Fmoc-Ndelta-trityl-L-glutamine
• L-Fmoc-Aspartic acid alpha-tert-butyl ester
• 9-Fluorenemethanol
• Fmoc-Asp(OtBu)-OH
• L-PROLINE-(4-3H(N))
• Fmoc-Lys(Boc)-OH
• 9-Fluorenylmethyl chloroformate
• L-Proline
• Fmoc-Phe-OH
• METHOXYCARBONYLSULFENYL CHLORIDE
• cis-4-Hydroxy-L-proline
• Fmoc-Met-OH
• Fmoc-D-phenylalanine
• Fmoc-OSu
• FMOC-THR(TBU)-OL
• FMOC-5-AMINOPENTANOIC ACID
• Fmoc-D-Asn(Trt)-OH