158648-21-6

Basic information

• Product Name: (9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone
• CAS NO: 158648-21-6
• Molecular Weight: 558.585
• Mol File: 158648-21-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone(CAS DataBase Reference)
• NIST Chemistry Reference: (9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone(158648-21-6)
• EPA Substance Registry System: (9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone(158648-21-6)

Safety Data

• Hazardous Substances Data: 158648-21-6(Hazardous Substances Data)

Upstream product

• 158573-53-6 (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid 2-(2-hydroxy-ethoxy)-ethyl ester 
• 47173-80-8 N-Boc-D-serine(Bzl)-OH 
• 139405-51-9 (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid 2-[2-((R)-3-benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-ethoxy]-ethyl ester 
• 158573-58-1 oxydiacetic acid pentafluorophenyl ester 

Relevant articles and documents

Syntheses of amino acid based phosphodiester linkage-containing cryptands as well as diphosphorylated macrocycles

The syntheses of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the precursors for the diphosphitylation and macrocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glyeol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedioxy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.