3-((((-Oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid

Base Information

• Chemical Name: 3-((((-Oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid
• CAS No.: 107332-47-8
• Molecular Formula: C₂₃H₃₈N₂O₅
• Molecular Weight: 422.565
• UNII: K72RWS0OEA
• Nikkaji Number: J261.811G
• Mol file: 107332-47-8.mol

Synonyms:3-((((-oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid;SQ 30741;SQ-30741

Chemical Property of 3-((((-Oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid

Chemical Property:

• Vapor Pressure: 1.11E-20mmHg at 25°C
• Boiling Point: 687.1°C at 760 mmHg
• Flash Point: 369.3°C
• Density: 1.094g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 15
• Exact Mass: 422.27807232
• Heavy Atom Count: 30
• Complexity: 592

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(=O)NCC(=O)NCC1C2CCC(C1CC=CCCCC(=O)O)O2
• Isomeric SMILES: CCCCCCC(=O)NCC(=O)NC[C@@H]1[C@H]2CC[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O2

Technology Process of 3-((((-Oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid

There total 7 articles about 3-((((-Oxoheptyl)amino)acetyl)amino)methyl-7-oxobicyclo(2.2.1)hept-2-yl-5-heptenoic acid 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: 78.0%

methyl <1S-<1α,2α(Z),3α,4α>>-7-<3-<<<<(1-oxoheptyl)amino>acetyl>amino>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoate (107332-46-7) → [1S-[1α,2α(Z),3α,4α]]-7-[3-[[[[(1-oxoheptyl)amino]acetyl]amino]methyl]-7-oxabicyclo[2.2.1] hept-2-yl]-5-heptenoic acid (107332-47-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 2.5h; Ambient temperature;

DOI:10.1021/jm00171a021

Reference yield:

[1S-[1α,2α(Z),3α,4α]]-7-[(3-aminomethyl)-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptenoic acid (111251-62-8) + [(1-oxoheptyl)amino] acetic acid (23783-23-5) → [1S-[1α,2α(Z),3α,4α]]-7-[3-[[[[(1-oxoheptyl)amino]acetyl]amino]methyl]-7-oxabicyclo[2.2.1] hept-2-yl]-5-heptenoic acid (107332-47-8)

Guidance literature:

With hydrogenchloride; CDI; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; ethyl acetate;

Reference yield:

[(1-oxoheptyl)amino] acetic acid (23783-23-5) → [1S-[1α,2α(Z),3α,4α]]-7-[3-[[[[(1-oxoheptyl)amino]acetyl]amino]methyl]-7-oxabicyclo[2.2.1] hept-2-yl]-5-heptenoic acid (107332-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) a) N,N'-carbonyldiimidazole / 1.) a) THF, 0 deg C, 1 h, b) RT, 1 h, 2.) RT, overnight

2: 78 percent / 1 N aq. LiOH / tetrahydrofuran / 2.5 h / Ambient temperature

With lithium hydroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran;

DOI:10.1021/jm00171a021

upstream raw materials:

methyl <1S-<1α,2α(Z),3α,4α>>-7-<3-<<<<(1-oxoheptyl)amino>acetyl>amino>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptenoate

[(1-oxoheptyl)amino] acetic acid

(Z)-7-[(1S,2R,3R,4R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-7-oxa-bicyclo[2.2.1]hept-2-yl]-hept-5-enoic acid methyl ester

methyl <1S-<1α,2α(Z),3α,4α>>-7-<3-<(tosyloxy)methyl>-7-oxabicyclo<2.2.1>hept-2-yl>-5-heptanoate