Triptophenolide methyl ether

Base Information

• Chemical Name: Triptophenolide methyl ether
• CAS No.: 74311-48-1
• Molecular Formula: C21H26 O3
• Molecular Weight: 326.436
• DSSTox Substance ID: DTXSID70225324
• Nikkaji Number: J1.145.591C,J1.306.268D
• Wikidata: Q83104269
• ChEMBL ID: CHEMBL4096942
• Mol file: 74311-48-1.mol

Synonyms:triptophenolide methyl ether

Chemical Property of Triptophenolide methyl ether

Chemical Property:

• Vapor Pressure: 2.71E-10mmHg at 25°C
• Boiling Point: 504.2°C at 760 mmHg
• Flash Point: 218.4°C
• PSA: 35.53000
• Density: 1.15g/cm³
• LogP: 4.28590
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 326.18819469
• Heavy Atom Count: 24
• Complexity: 563

Purity/Quality:

99% ^*data from raw suppliers

TriptophenolideMethylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=C(C2=C(C=C1)C3(CCC4=C(C3CC2)COC4=O)C)OC
• Isomeric SMILES: CC(C)C1=C(C2=C(C=C1)[C@]3(CCC4=C([C@@H]3CC2)COC4=O)C)OC
• Uses: Triptophenolide methyl ether is a useful research chemical.

Technology Process of Triptophenolide methyl ether

There total 19 articles about Triptophenolide methyl ether 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: 93.0%

carbon monoxide (201230-82-2) + Trifluoro-methanesulfonic acid (4aS,10aR)-1-hydroxymethyl-7-isopropyl-8-methoxy-4a-methyl-3,4,4a,9,10,10a-hexahydro-phenanthren-2-yl ester (238746-44-6) → (3bR,9bS)-7-isopropyl-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one (74311-48-1)

Guidance literature:

With tributyl-amine; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 65 ℃; under 760.051 Torr;

DOI:10.1021/jo9919613

Reference yield: 75.0%

(3bR,9bS)-7-iodo-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one + 1-Methyl-1-(1'-methylethenyl)silacyclobutane (288321-56-2) → (3bR,9bS)-7-isopropyl-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one (74311-48-1)

Guidance literature:

1-Methyl-1-(1'-methylethenyl)silacyclobutane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 0.166667h;

(3bR,9bS)-7-iodo-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one; With bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 2h;

With 5%-palladium/activated carbon; for 10h; Reflux;

DOI:10.1021/jo501744j

Reference yield:

(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (238746-42-4) → (3bR,9bS)-7-isopropyl-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one (74311-48-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran; toluene / 2 h / -78 - -20 °C

1.2: 95 percent / -78 - 20 °C

2.1: 63 percent / DIBAL-H / CH₂Cl₂; toluene / 20 h / -30 °C

3.1: 93 percent / n-Bu₃N; LiCl / Pd(PPh₃)4 / acetonitrile / 65 °C / 760.05 Torr

With tributyl-amine; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1.1: Metallation / 1.2: Substitution / 2.1: Reduction / 3.1: Carbonylation;

DOI:10.1021/jo9919613

upstream raw materials:

carbon monoxide

(1S,4aS,10aS)-7-Isopropyl-8-methoxy-4a-methyl-2-oxo-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Trifluoro-methanesulfonic acid (4aS,10aR)-1-hydroxymethyl-7-isopropyl-8-methoxy-4a-methyl-3,4,4a,9,10,10a-hexahydro-phenanthren-2-yl ester

(4aS,10aR)-7-Isopropyl-8-methoxy-4a-methyl-2-trifluoromethanesulfonyloxy-3,4,4a,9,10,10a-hexahydro-phenanthrene-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Downstream raw materials:

11,14-dioxo-19-(4->3)-abeo-abieta-3,8,12-trien-19,18-olide

(3bR,9bS)-7-Isopropyl-6-methoxy-9b-methyl-3,3b,4,9b,10,11-hexahydro-phenanthro[1,2-c]furan-1,5-dione

14-hydroxy-19-(4->3)-abeo-abieta-3,8,11,13-tetraen-19,18-olide

l-triptonide

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 74311-48-1 Phenanthro(1,2-c)furan-1(3H)-one, 3b,4,5,9b,10,11-hexahydro-6-methoxy- 9b-methyl-7-(1-methylethyl)-, (3bR-trans)-

Send

Send

Metric Ton KG G Pound L ML

Send

Send