140119-18-2

Basic information

• Product Name: D-Glutamic acid, N-[3-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-, bis(phenylmethyl) ester
• CAS NO: 140119-18-2
• Molecular Formula: C33H44N2O7
• Molecular Weight: 580.722
• Mol File: 140119-18-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: D-Glutamic acid, N-[3-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-, bis(phenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: D-Glutamic acid, N-[3-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-, bis(phenylmethyl) ester(140119-18-2)
• EPA Substance Registry System: D-Glutamic acid, N-[3-cyclohexyl-N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-, bis(phenylmethyl) ester(140119-18-2)

Safety Data

• Hazardous Substances Data: 140119-18-2(Hazardous Substances Data)

Upstream product

• 37462-62-7 Boc-Cha-OH * dicyclohexylamine 
• 2791-84-6 D-glutamic acid dibenzyl ester p-toluenesufonate salt 

Downstream Products

• 140119-36-4 H-Ala-Cha-D-Glu(Bzl)-OBzl * p-toluenesulphonic acid 
• 140119-19-3 Boc-Ala-Cha-D-Glu(Bzl)-OBzl 
• 140119-34-2 H-Cha-D-Glu(Bzl)-OBzl * p-toluenesulphonic acid 

Relevant articles and documents

LARGE-SCALE SYNTHESIS OF ANTICOAGULANT DECAPEPTIDE MDL 28050

A solution phase synthesis of the anticoagulant decapeptide Suc-Tyr-Glu-Pro-Ile-Pro-Glu-Glu-Ala-Cha-D-Glu-OH ( 1, MDL 28050) on a large scale is decribed.Our strategy employed in the 24-step total synthesis relies on a convergent approach.The basic feature is the preparation and the coupling of two protected pentapeptides, 2 and 3.Several key intermediates were purified by crystallizations including the protected decapeptide 21.Only a single purification required preparative HPLC.Using this synthetic route, we prepared 98percent pure final product on a 40-g scale.The overall yield of this process is about 20percent.