Ippgnhoh

Base Information

• Chemical Name: Ippgnhoh
• CAS No.: 97207-36-8
• Molecular Formula: C₂₉H₃₁IN₄O₆
• Molecular Weight: 658.493
• DSSTox Substance ID: DTXSID00914057
• Nikkaji Number: J489.036A
• Wikidata: Q82884794
• Mol file: 97207-36-8.mol

Synonyms:3-iododesaminotyrosyl-phenylalanyl-phenylalanyl-glycine hydroxamic acid;IBH-Phe-Phe-Gly-NHOH;ID-Tyr-Phe-Phe-Gly-NHOH;IPPGNHOH

Chemical Property of Ippgnhoh

Chemical Property:

• Melting Point: 181 - 183 °C (various solvent(s))
• PSA: 156.86000
• Density: 1.514g/cm³
• LogP: 3.56960
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 658.12883
• Heavy Atom Count: 40
• Complexity: 833

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CC2=CC=CC=C2)C(=O)NCC(=O)NO)NC(=O)CCC3=CC(=C(C=C3)O)I
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)NCC(=O)NO)NC(=O)CCC3=CC(=C(C=C3)O)I

Technology Process of Ippgnhoh

There total 10 articles about Ippgnhoh 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:

IBH-Phe-Phe-Gly-ONSu (143674-05-9) → IBH-Phe-Phe-Gly-NHOH (97207-36-8)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In N,N-dimethyl-formamide; for 72h; Yield given;

DOI:10.1016/0223-5234(92)90001-H

Reference yield:

3-(p-hydroxy-m-iodo-phenyl)propionic acid (53937-19-2) → IBH-Phe-Phe-Gly-NHOH (97207-36-8)

Guidance literature:

Multi-step reaction with 6 steps

1: DCC, HOBt, NMM / dimethylformamide

2: 1 N NaOH / H₂O; dioxane / 2 h / Ambient temperature

3: DCC / dioxane

4: 1 N NaOH / dioxane / Ambient temperature

5: DCC / dimethylformamide / 2 h

6: NH₂OH*HCl, Et₃N / dimethylformamide / 72 h

With 4-methyl-morpholine; sodium hydroxide; hydroxylamine hydrochloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(92)90001-H

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → IBH-Phe-Phe-Gly-NHOH (97207-36-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 59.6 percent / IBCF, NMM

2: HCl / ethyl acetate

3: DCC, HOBt, NMM / dimethylformamide

4: 1 N NaOH / H₂O; dioxane / 2 h / Ambient temperature

5: DCC / dioxane

6: 1 N NaOH / dioxane / Ambient temperature

7: DCC / dimethylformamide / 2 h

8: NH₂OH*HCl, Et₃N / dimethylformamide / 72 h

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydroxylamine hydrochloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; isobutyl chloroformate; In 1,4-dioxane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(92)90001-H

upstream raw materials:

IBH-Phe-Phe-Gly-ONSu

3-(p-hydroxy-m-iodo-phenyl)propionic acid

N-tert-butoxycarbonyl-L-phenylalanine

(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

Refernces