5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione

Base Information

• Chemical Name: 5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione
• CAS No.: 97323-07-4
• Molecular Formula: C25H29 N O5 S
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID60913985
• ChEMBL ID: CHEMBL335488
• Mol file: 97323-07-4.mol

Synonyms:97323-07-4;BRN 6543939;5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione;2,4-Thiazolidinedione, 5-((4-((7-(1,1-dimethylethyl)-3,4-dihydro-6-hydroxy-2-methyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-;C25H29NO5S;CHEMBL335488;SCHEMBL4727467;DTXSID60913985;C25-H29-N-O5-S;LS-151319;5-({4-[(7-tert-Butyl-6-hydroxy-2-methyl-3,4-dihydro-2H-1-benzopyran-2-yl)methoxy]phenyl}methyl)-4-hydroxy-1,3-thiazol-2(5H)-one

Chemical Property of 5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione

Chemical Property:

• Vapor Pressure: 4.4E-17mmHg at 25°C
• Boiling Point: 642.1°Cat760mmHg
• Flash Point: 342.1°C
• PSA: 113.65000
• Density: 1.243g/cm³
• LogP: 5.02240
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 455.17664420
• Heavy Atom Count: 32
• Complexity: 701

Purity/Quality:

5-(4-(7-T-BUTYL-6-HYDROXY-2-METHYLCHROMAN-2-YLMETHOXY)BENZYL)THIAZOLID INE-2,4-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2=CC(=C(C=C2O1)C(C)(C)C)O)COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4

Technology Process of 5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione

There total 9 articles about 5-(4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione 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:

ethyl 3-[4-(6-acetoxy-8-t-butyl-2-methylchroman-2-ylmethoxy)phenyl]-2-chloropropionate + 2-methoxy-ethanol (109-86-4,95507-80-5) → 5-[4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-yl-methoxy)benzyl ]thiazolidine-2,4-dione (97323-07-4)

Guidance literature:

With hydrogenchloride; thiourea; In sulfolane;

Reference yield:

7-tert-Butyl-2-hydroxymethyl-2-methyl-chroman-6-ol → 5-[4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-yl-methoxy)benzyl ]thiazolidine-2,4-dione (97323-07-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) NaH / 1.) DMF, 2.) benzene

2: 1.) NaH / 1.) DMSO, benzene

3: AcOH, 10percent H₂SO₄

4: pyridine

5: H₂ / 10percent Pd-C / methanol; benzene

6: 1.) aq. NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone

7: 2.) AcOH, conc. HCl / 1.) sulfolane, 2.) H₂O

With pyridine; copper(I) oxide; hydrogenchloride; sulfuric acid; hydrogen; sodium hydride; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol; benzene;

DOI:10.1021/jm00122a022

Reference yield:

(7-tert-Butyl-6-methoxymethoxy-2-methyl-chroman-2-yl)-methanol (199339-73-6) → 5-[4-(7-t-Butyl-6-hydroxy-2-methylchroman-2-yl-methoxy)benzyl ]thiazolidine-2,4-dione (97323-07-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMSO, benzene

2: AcOH, 10percent H₂SO₄

3: pyridine

4: H₂ / 10percent Pd-C / methanol; benzene

5: 1.) aq. NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone

6: 2.) AcOH, conc. HCl / 1.) sulfolane, 2.) H₂O

With pyridine; copper(I) oxide; hydrogenchloride; sulfuric acid; hydrogen; sodium hydride; acetic acid; sodium nitrite; palladium on activated charcoal; In methanol; benzene;

DOI:10.1021/jm00122a022

upstream raw materials:

thiourea

ethyl 3-[4-(6-acetoxy-7-t-butyl-2-methylchroman-2-ylmethoxy)phenyl]-2-chloropropionate

(7-tert-Butyl-6-methoxymethoxy-2-methyl-chroman-2-yl)-methanol

6-acetoxy-2-(4-aminophenoxymethyl)-7-t-butyl-2-methylchroman