(Z)-7-[(4S,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]hept-5-enoic acid

Base Information

• Chemical Name: (Z)-7-[(4S,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]hept-5-enoic acid
• CAS No.: 104693-32-5
• Molecular Formula: C₁₉H₂₆O₄
• Molecular Weight: 318.413
• Hs Code.: 2932999099
• ChEMBL ID: CHEMBL345614
• Mol file: 104693-32-5.mol

Synonyms:7-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)heptenoic acid;7-DDPDHA

Chemical Property of (Z)-7-[(4S,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]hept-5-enoic acid

Chemical Property:

• Vapor Pressure: 1.96E-09mmHg at 25°C
• Boiling Point: 464.7°Cat760mmHg
• Flash Point: 161°C
• PSA: 55.76000
• Density: 1.063g/cm³
• LogP: 4.32800
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 318.18310931
• Heavy Atom Count: 23
• Complexity: 396

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(C(O1)C2=CC=CC=C2)CC=CCCCC(=O)O)C
• Isomeric SMILES: CC1(OC[C@H]([C@H](O1)C2=CC=CC=C2)C/C=C\CCCC(=O)O)C

Technology Process of (Z)-7-[(4S,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]hept-5-enoic acid

There total 2 articles about (Z)-7-[(4S,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]hept-5-enoic 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:

(4,5-cis)-5-allyl-2,2-dimethyl-4-phenyl-1,3-dioxane (104693-37-0) → (5Z)-7-(2,2-dimethyl-4-phenyl-1,3-dioxan-cis-5-yl)heptenoic acid (104693-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) ozone, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, 25 deg C

2: 1.) t-BuOK / 1.) THF, 0 deg C, 1 h, 2.) THF, 3 h

With potassium tert-butylate; ozone; triphenylphosphine;

DOI:10.1021/jm00384a012

Reference yield:

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) + (2,2-dimethyl-4-phenyl-1,3-dioxan-cis-5-yl)acetaldehyde (104693-39-2) → (5Z)-7-(2,2-dimethyl-4-phenyl-1,3-dioxan-cis-5-yl)heptenoic acid (104693-32-5)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) THF, 0 deg C, 1 h, 2.) THF, 3 h;

DOI:10.1021/jm00384a012

upstream raw materials:

(4-carboxybutyl)triphenylphosphonium bromide

(2,2-dimethyl-4-phenyl-1,3-dioxan-cis-5-yl)acetaldehyde

(4,5-cis)-5-allyl-2,2-dimethyl-4-phenyl-1,3-dioxane

Refernces