104706-58-3

Basic information

• Product Name: Boc-Glu(OBzl)-OBt
• Synonyms: Boc-Glu(OBzl)-OBt
• CAS NO: 104706-58-3
• Molecular Weight: 454.483
• Mol File: 104706-58-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Boc-Glu(OBzl)-OBt(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Glu(OBzl)-OBt(104706-58-3)
• EPA Substance Registry System: Boc-Glu(OBzl)-OBt(104706-58-3)

Safety Data

• Hazardous Substances Data: 104706-58-3(Hazardous Substances Data)

Upstream product

• 13574-13-5 Boc-Glu(OBzl)-OH 
• 2592-95-2 benzotriazol-1-ol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1676-73-9 L-glutamic acid γ-benzyl ester 

Downstream Products

• 1036718-09-8 (3S)-N-(O-benzyl-N-Boc-L-glutamyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester 
• 84979-57-7 Boc-Val-Glu(OBzl)-Leu-Tyr-Leu-NHNH-Troc 
• 84993-65-7 H₂N-Glu(OBzl)-Leu-Tyr-Leu-NHNH-Troc 
• 104706-61-8 H-Glu(Bzl)-Asn-Met-Ala-Tyr(Bzl)-OMe trifluoroacetic salt 
• 104945-66-6 H-Glu(Bzl)-Tyr(Bzl)-OMe trifluoroacetic salt 
• 104945-76-8 H-Glu(Bzl)-Asp(Bzl)-Met-Glu(Bzl)-Tyr(Bzl)-OMe trifluoroacetic salt 
• 72086-72-7 N-tert-butoxycarbonylglutamic acid methyl ester 
• 59279-58-2 N^α-tert-butyloxycarbonyl-γ-benzyloxycarbonyl-L-glutamic acid methyl ester 

Relevant articles and documents

Preparation of large macrocyclic peptides using the oxime resin

We exploited a peptide cyclization-cleavage reaction on oxime resin (PCOR) to obtain in one key step large macrocyclic peptides. Herein, we report on the different parameters affecting the cyclization-oligomerization reaction, whether to favor cyclic mono

(3S)-N-(l-Aminoacyl)-1,2,3,4-tetrahydroisoquinolines, a class of novel antithrombotic agents: Synthesis, bioassay, 3D QSAR, and ADME analysis

To increase antithrombotic activity, 3S-tetrahydroisoquinoline-3-carboxylic acid (1) was modified with natural amino acids to form 19 novel dipeptide analogs, 3S-tetrahydroisoquinoline-3-carboxyamino acids (5a-s), targeting the intestinal peptide transport system. In vitro assay of 5a-s indicated that their potencies for inhibiting adenosine diphosphate (ADP), arachidonic acid (AA), platelet-activating factor (PAF), and thrombin (TH)-induced platelet aggregations were higher than that of 1. Additionally, in vivo assay of 5a-s indicated that their potencies for inhibiting thrombogenesis in rats were also higher than that of 1. Among the candidates, 5h with Ser attachment showed the most impressive features for further development. According to molecular field analysis based Cerius2 QSAR module, two equations (r, 0.961 and 0.988) correlating the structures with both in vitro and in vivo activities of 5a-s were established. ADMET calculations predict higher intestinal absorption for compounds 5a-s. Further investigation with 5h as a lead compound is underway.

Synthesis of a putative subtype specific antigenic heptapeptide from Escherichia coli K88 ad protein fimbriae.

The heptapeptide methyl ester Phe-Asn-Glu-Asn-Met-Ala-Tyr-OMe covering the amino acid sequence of the region 213-219 of Escherichia Coli K88 ad protein fimbriae is synthesized using N alpha-t-butyloxycarbonyl-protection and benzyl groups for side-chain-protection. All condensation reactions are performed in 84-97% yield by preactivation of the protected amino acids by dicyclohexylcarbodiimide (DCC) and 1-hydroxybenzotriazole (HOBt), and reaction of the resulting active ester with amine in the presence of 4-methylmorpholine (NMM). A mechanism is proposed for the nitrile formation in the side-chain of activated asparagine, and the suppression of this side-reaction is investigated. The repetitive deprotection is performed in a mixture of trifluoroacetic acid (TFA), phenol and p-cresol to give the TFA salts in virtually quantitatively yields. The final deprotection of the heptapeptide is carried out in a mixture of 25% hydrogen fluoride (HF) and dimethyl sulfide (DMS) in an overall yield of 48%. The serological and conformational properties of the synthetic peptide are under investigation.