Deltorphin

Base Information

• Chemical Name: Deltorphin
• CAS No.: 119975-64-3
• Molecular Formula: C44H62 N10 O10 S2
• Molecular Weight: 955.169
• DSSTox Substance ID: DTXSID60152630
• Nikkaji Number: J384.383A
• Wikipedia: Deltorphin
• Wikidata: Q5254878
• ChEMBL ID: CHEMBL20775
• Mol file: 119975-64-3.mol

Synonyms:deltorphin;dermenkephalin;Tyr-Met-Phe-His-Leu-Met-Asp-NH2;tyrosyl-methionyl-phenylalanyl-histidyl-leucyl-methionyl-aspartamide

Chemical Property of Deltorphin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1425.7°Cat760mmHg
• Flash Point: 816°C
• PSA: 380.52000
• Density: 1.317g/cm³
• LogP: 3.63760
• Storage Temp.: -15°C
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 29
• Exact Mass: 954.40918056
• Heavy Atom Count: 66
• Complexity: 1600

Purity/Quality:

99% ^*data from raw suppliers

Deltorphin H-Tyr-D-Met-Phe-His-Leu-Met-Asp-NH2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CCSC)C(=O)NC(CC(=O)O)C(=O)N)NC(=O)C(CC1=CN=CN1)NC(=O)C(CC2=CC=CC=C2)NC(=O)C(CCSC)NC(=O)C(CC3=CC=C(C=C3)O)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N)NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](CCSC)NC(=O)[C@H](CC3=CC=C(C=C3)O)N
• Uses: competitive inhibitor of acetylcholinesterase

Technology Process of Deltorphin

There total 3 articles about Deltorphin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C56H76N10O12S2 → dermenkephalin (119975-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent trifluoroacetic acid / CH₂Cl₂

2: aq. alkali

With trifluoroacetic acid; In dichloromethane;

Reference yield:

C51H68N10O10S2 → dermenkephalin (119975-64-3)

Guidance literature:

With aq. alkali; Yield given;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + (S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid (20866-48-2) + (R)-N-(tert-butoxycarbonyl)methionine (5241-66-7) + Boc-His(Tos)-OH (35899-43-5) → dermenkephalin (119975-64-3)

Guidance literature:

Multistep reaction;

DOI:10.1021/jm00099a025

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

(S)-2-(tert-butoxycarbonylamino)-3-(4-(tert-butoxycarbonyloxy)phenyl)propanoic acid

(R)-N-(tert-butoxycarbonyl)methionine

Boc-His(Tos)-OH

Refernces

• 1、 Groeger, K.,Korshunova, G. A.,Shvachkin, Yu. O.. "SYNTHESIS AND STUDY OF BINDING OF DERMENKEPHALIN ANALOGS WITH OPIATE RECEPTORS". . p. 707. Retrieved 2007/10/02.