138687-69-1 Usage
Chemical Properties
White to yellow solid
Uses
Different sources of media describe the Uses of 138687-69-1 differently. You can refer to the following data:
1. Pentafluorophenyl Diphenylphosphinate is a reagent used as carboxyl activating group and a coupling agent in variety of amide bond formations.
2. FDPP can be used as a coupling reagent in the: Synthesis of peptides by solid-phase and solution-phase reactions. Preparation of macrocyclic peptide cyclotheonamide B as a thrombin inhibitor. Cyclooligomerization of N-methylated-L-valine thiazole amino acid to obtain its cyclic tetramers. Macrocyclization of an intermediate for the total synthesis of ziziphine N , and for the macrolactamization of precursor in synthesizing cryptophycin D.
General Description
Pentafluorophenyl diphenylphosphinate (FDPP) is a reagent, used as a coupling agent in the amide bond forming reactions without racemization. It can also be employed in the synthesis of dipeptides with high yields and good optical purity. FDPP can be prepared from diphenylphosphinic chloride and pentafluorophenol in the presence of imidazole.
Check Digit Verification of cas no
The CAS Registry Mumber 138687-69-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,6,8 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 138687-69:
(8*1)+(7*3)+(6*8)+(5*6)+(4*8)+(3*7)+(2*6)+(1*9)=181
181 % 10 = 1
So 138687-69-1 is a valid CAS Registry Number.
InChI:InChI=1/C18H10F5O2P/c19-13-14(20)16(22)18(17(23)15(13)21)25-26(24,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
138687-69-1Relevant articles and documents
Total synthesis of cryptophycins. Revision of the structures of cryptophycins A and C
Barrow, Russell A.,Hemscheidt, Thomas,Liang, Jian,Paik, Seunguk,Moore, Richard E.,Tius, Marcus A.
, p. 2479 - 2490 (2007/10/02)
The convergent total synthesis of cryptophycins C and D is described. It has been shown that in both natural products the absolute configuration of the α-amino acid corresponds to the D-series. The structural assignment for cryptophycin C has been correct
PENTAFLUOROPHENYL DIPHENYLPHOSPHINATE A NEW EFFICIENT COUPLING REAGENT IN PEPTIDE CHEMISTRY
Chen, Shaoqing,Xu, Jiecheng
, p. 6711 - 6714 (2007/10/02)
Pentafluorophenyl diphenylphosphinate was found to be a new efficient coupling reagent for the racemization-free synthesis of peptides.It has been applied in both the solution and the solid phase peptide synthesis.
