Nacartocin

Base Information

• Chemical Name: Nacartocin
• CAS No.: 77727-10-7
• Molecular Formula: C₄₆H₇₁N₁₁O₁₁S
• Molecular Weight: 986.203
• UNII: TA88W10B8Z
• DSSTox Substance ID: DTXSID801024617
• Wikidata: Q27289869
• NCI Thesaurus Code: C170194
• ChEMBL ID: CHEMBL2218901
• Mol file: 77727-10-7.mol

Synonyms:2-(4-Et-Phe)-deamino-6-carbaoxytocin;nacartocin;nacartocin, (D-Phe)-isomer;oxytocin, (4-Et-Phe)(2)-deamino-6-carba-;oxytocin, (4-ethylphenylalanine)(2)-deamino-6-carba-

Chemical Property of Nacartocin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1462.1°C at 760 mmHg
• Flash Point: 838.1°C
• PSA: 378.58000
• Density: 1.202g/cm³
• LogP: 2.51750
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 18
• Exact Mass: 985.50552330
• Heavy Atom Count: 69
• Complexity: 1850

Purity/Quality:

NACARTOCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)CC2C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CCSCCC(=O)N2)C(=O)N3CCCC3C(=O)NC(CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N)C(C)CC
• Isomeric SMILES: CCC1=CC=C(C=C1)C[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCSCCC(=O)N2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N)[C@@H](C)CC

Technology Process of Nacartocin

There total 6 articles about Nacartocin 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:

<2-p-ethylphenylalanine>deamino-6-carba-oxytocin sulfoxide (84796-21-4) → <2-p-ethylphenylalanine>deamino-6-carba-oxytocin (77727-10-7)

Guidance literature:

With hydrogen bromide; In acetic acid; acetone; at 0 ℃; for 0.0833333h;

Reference yield:

3-((S)-3-{(S)-2-[(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-4-carbamoyl-butyrylamino]-3-carbamoyl-propionylamino}-4-{(S)-2-[(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-4-oxo-butylsulfanyl)-propionic acid (30905-50-1) → <2-p-ethylphenylalanine>deamino-6-carba-oxytocin (77727-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / N-ethylpiperidine / dimethylformamide / 120 h / Ambient temperature

2: 94 mg / dimethylformamide; pyridine / 12 h

With 1-ethyl-piperidine; In pyridine; N,N-dimethyl-formamide;

Reference yield:

C52H76N12O14S2 (82057-58-7,89740-47-6,113981-97-8) → <2-p-Ethyl-D-phenylalanine>-deamino-6-carba-oxytocin (77727-10-7,87180-24-3)

Guidance literature:

With 1-ethyl-piperidine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Yield given. Multistep reaction;

DOI:10.1135/cccc19850132

upstream raw materials:

C₅₂H₇₆N₁₂O₁₄S₂

(R)-3-(4-Ethyl-phenyl)-2-(2-nitro-phenylsulfanylamino)-propionic acid; compound with dicyclohexyl-amine

3-((S)-3-{(S)-2-[(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-4-carbamoyl-butyrylamino]-3-carbamoyl-propionylamino}-4-{(R)-2-[(S)-1-(carbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-4-oxo-butylsulfanyl)-propionic acid

bis(2,4,5-trichlorophenyl) sulfite

Downstream raw materials:

<2-p-Ethyl-D-phenylalanine>-deamino-6-carba-oxytocin Sulfoxide

<2-p-ethylphenylalanine>deamino-6-carba-oxytocin sulfoxide