α-conidendrin monomethyl ether

Base Information

• Chemical Name: α-conidendrin monomethyl ether
• CAS No.: 80287-36-1
• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.402
• Mol file: 80287-36-1.mol

Synonyms:α-conidendrin monomethyl ether

Chemical Property of α-conidendrin monomethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-conidendrin monomethyl ether

There total 9 articles about α-conidendrin monomethyl 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: 100.0%

(7'S,8R,8'R)-4,7'-dihydroxy-3,3',4'-trimethoxylignano-9,9'-lactone (74861-40-8) → α-conidendrin monomethyl ether (80287-36-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃;

DOI:10.1021/ol049878b

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → α-conidendrin monomethyl ether (80287-36-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: (n-Bu)2BOTf; Et₃N / CH₂Cl₂ / 1.33 h / -78 - 0 °C

1.2: CH₂Cl₂ / 2 h / -78 - 0 °C

1.3: H₂O₂ / CH₂Cl₂; aq. phosphate buffer / 20 °C / pH 7.2

2.1: 1.45 g / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

3.1: 85 percent / NaBH₄ / tetrahydrofuran; H₂O / 16 h / 25 °C

4.1: 88 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

5.1: 44 percent / (Me₃Si)3SiH; AIBN / benzene / 4 h / Heating

6.1: 86 percent / AcOH; (n-Bu)4NF / tetrahydrofuran / 336 h / 20 °C

7.1: 100 percent / CF₃CO₂H / CH₂Cl₂ / 25 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; di-n-butylboryl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1021/ol049878b

Reference yield:

(-)-(2S,5S)-2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-en-1-ol (689277-88-1) → α-conidendrin monomethyl ether (80287-36-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: 44 percent / (Me₃Si)3SiH; AIBN / benzene / 4 h / Heating

3: 86 percent / AcOH; (n-Bu)4NF / tetrahydrofuran / 336 h / 20 °C

4: 100 percent / CF₃CO₂H / CH₂Cl₂ / 25 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; tetrabutyl ammonium fluoride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/ol049878b

upstream raw materials:

lead(IV) tetraacetate

acetic acid

4-(3,4-dimethoxybenzyl)-3-(4'-acetoxy-3'-methoxybenzyl)dihydrofuran-2(3H)-one

(7'S,8R,8'R)-4,7'-dihydroxy-3,3',4'-trimethoxylignano-9,9'-lactone

Downstream raw materials:

β-conidendrin dimethyl ether

isolariciresinol dimethyl ether

α-conidendrin dimethyl ether

β-conidendrin monomethyl ether