DIHYDROMETHYSTICIN

Base Information

• Chemical Name: DIHYDROMETHYSTICIN
• CAS No.: 3155-57-5
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.289
• Mol file: 3155-57-5.mol

Synonyms:2-Heptenoicacid, 5-hydroxy-3-methoxy-7-[3,4-(methylenedioxy)phenyl]-, d-lactone (6CI,7CI);2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-[3,4-(methylenedioxy)phenethyl]- (8CI);(?à)-7,8-Dihydromethysticin;(?à)-Dihydromethysticin;DL-Dihydromethysticin;NSC 23878;

Chemical Property of DIHYDROMETHYSTICIN

Chemical Property:

• Melting Point: 118°
• Boiling Point: 476.1 ºC at 760 mmHg
• Flash Point: 214.1 ºC
• PSA: 53.99000
• Density: 1.28 g/cm³
• LogP: 2.19370

Purity/Quality:

90%,98% ^*data from raw suppliers

Dihydromethysticin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIHYDROMETHYSTICIN

There total 23 articles about DIHYDROMETHYSTICIN 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: 95.0%

(+/-)-methysticin (495-85-2,6581-44-8,20697-20-5) → (+/-)-dihydromethysticin (3155-57-5,6581-46-0,19902-91-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/ol901416e

Reference yield: 78.0%

(+/-)-methysticin (495-85-2,6581-44-8,20697-20-5) → C15H18O5 + (+/-)-dihydromethysticin (3155-57-5,6581-46-0,19902-91-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; for 2h;

DOI:10.1021/acs.jmedchem.7b00921

Reference yield: 67.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1-[benzo[d][1,3]dioxol-5-yl]hex-5-yn-3-ol (1257109-04-8) → (+/-)-dihydromethysticin (3155-57-5,6581-46-0,19902-91-1)

Guidance literature:

methanol; carbon monoxide; 1-[benzo[d][1,3]dioxol-5-yl]hex-5-yn-3-ol; With palladium(II) trifluoroacetate; (+/-)-3,5,3',5'-t-Bu₄-Phbox; p-benzoquinone; at 20 ℃; for 24h;

With potassium carbonate; at 20 ℃; for 24h;

DOI:10.1002/asia.201000292

upstream raw materials:

(+/-)-methysticin

methanol

ethanol

acetone

Downstream raw materials:

7-benzo[1,3]dioxol-5-yl-3-methoxy-hepta-2,4-dienoic acid

Refernces

• 1、 Soldi, Cristian,Moro, Angelica V.,Pizzolatti, Moacir G.,Correia, Carlos R. D.. "Heck-matsuda arylation as a strategy to access kavalactones isolated from polygala sabulosa, piper methysticum, and analogues". experimental part. p. 3607 - 3616. Retrieved 2012/07/31.
• 2、 Moro, Angelica Venturini,Cardoso, Flavio Sega Pereira,Correia, Carlos Roque Duarte. "Highly regio- and stereoselective Heck reaction of allylic esters with arenediazonium salts: Application to the synthesis of kavalactones". supporting information; experimental part. p. 3642 - 3645. Retrieved 2011/02/25.