(+)-Martimol

Base Information

• Chemical Name: (+)-Martimol
• CAS No.: 56573-93-4
• Molecular Formula: C20H34O2
• Molecular Weight: 306.48
• Mol file: 56573-93-4.mol

Synonyms:

Chemical Property of (+)-Martimol

Chemical Property:

• PSA: 40.46000
• LogP: 4.14100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-Martimol

There total 54 articles about (+)-Martimol 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: 87.0%

C20H32O2 (60148-84-7) → (+)-maritimol (56573-93-4)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ja000728f

Reference yield:

(3E,8Z,10E)-(R)-6-Cyano-4-hydroxymethyl-3,12,12-trimethyl-13-oxo-cyclotrideca-3,8,10-trienecarboxylic acid methyl ester → (+)-maritimol (56573-93-4)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

2.1: 75 percent / MeAlCl₂ / hexane; CH₂Cl₂ / 7 h / 23 °C

3.1: 92 percent / H₂O / dimethylsulfoxide / 2.5 h / 155 °C

4.1: 98 mg / hexane; tetrahydrofuran / 1 h / -78 °C

5.1: 87 percent / H₂; AcOH / Pd/C / ethyl acetate / 4 h / 23 °C / 750.08 Torr

6.1: 100 percent / t-BuOK / 2-methyl-propan-2-ol / 2.5 h / 85 °C

7.1: 68 percent / AcOH; H₃PO₄ / H₂O / 37 h / 110 °C

8.1: H₂ / Pt/C / ethyl acetate / 3 h / 30003 Torr

8.2: 84 percent / Dess-Martin periodinane / CH₂Cl₂ / 10 h / 0 - 23 °C

9.1: 49 percent / diethyl ether

10.1: 87 percent / NaBH₄ / methanol

With sodium tetrahydroborate; phosphoric acid; potassium tert-butylate; water; hydrogen; methylaluminum dichloride; Dess-Martin periodane; acetic acid; palladium on activated charcoal; platinum on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; tert-butyl alcohol; 1.1: Oxidation / 2.1: Cyclization / 3.1: demethoxycarbonylation / 4.1: Peterson olefination / 5.1: Catalytic hydrogenation / 6.1: Thorpe-Ziegler annulation / 7.1: Hydrolysis / 8.1: Catalytic hydrogenation / 8.2: Oxidation / 9.1: Methylation / 10.1: Reduction;

DOI:10.1021/ja000728f

Reference yield:

[6-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-hex-4-enylidene]-(2-methoxymethyl-pyrrolidin-1-yl)-amine → (+)-maritimol (56573-93-4)

Guidance literature:

Multi-step reaction with 17 steps

1.1: LDA / tetrahydrofuran; hexane / 24 h / 0 °C

1.2: tetrahydrofuran; hexane / -100 - 0 °C

2.1: 98 percent / magnesium monoperoxyphthalate hexahydrate / methanol; diethyl ether / 0.08 h / 0 °C

3.1: 76 percent / pyridinium*HF / tetrahydrofuran / 0.25 h

4.1: 68 percent / PdCl₂*(MeCN)2 / dimethylformamide

5.1: 94 percent / hexachloroacetone; PPh₃ / CH₂Cl₂ / -78 - 0 °C

6.1: Cs₂CO₃; CsI / acetonitrile / 14 h / 80 °C / high dilution

7.1: TBAF / tetrahydrofuran / 3 h / 23 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

9.1: 75 percent / MeAlCl₂ / hexane; CH₂Cl₂ / 7 h / 23 °C

10.1: 92 percent / H₂O / dimethylsulfoxide / 2.5 h / 155 °C

11.1: 98 mg / hexane; tetrahydrofuran / 1 h / -78 °C

12.1: 87 percent / H₂; AcOH / Pd/C / ethyl acetate / 4 h / 23 °C / 750.08 Torr

13.1: 100 percent / t-BuOK / 2-methyl-propan-2-ol / 2.5 h / 85 °C

14.1: 68 percent / AcOH; H₃PO₄ / H₂O / 37 h / 110 °C

15.1: H₂ / Pt/C / ethyl acetate / 3 h / 30003 Torr

15.2: 84 percent / Dess-Martin periodinane / CH₂Cl₂ / 10 h / 0 - 23 °C

16.1: 49 percent / diethyl ether

17.1: 87 percent / NaBH₄ / methanol

With dichloro bis(acetonitrile) palladium(II); sodium tetrahydroborate; isocyanate de chlorosulfonyle; 1,1,1,3,3,3-hexachloro-propan-2-one; phosphoric acid; potassium tert-butylate; tetrabutyl ammonium fluoride; water; hydrogen; methylaluminum dichloride; caesium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; magnesium monoperoxyphthalate hexahydrate; acetic acid; triphenylphosphine; lithium diisopropyl amide; palladium on activated charcoal; platinum on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 1.1: Metallation / 1.2: Alkylation / 2.1: Oxidation / 3.1: desilylation / 4.1: Stille coupling / 5.1: Chlorination / 6.1: Cyclization / 7.1: desilylation / 8.1: Oxidation / 9.1: Cyclization / 10.1: demethoxycarbonylation / 11.1: Peterson olefination / 12.1: Catalytic hydrogenation / 13.1: Thorpe-Ziegler annulation / 14.1: Hydrolysis / 15.1: Catalytic hydrogenation / 15.2: Oxidation / 16.1: Methylation / 17.1: Reduction;

DOI:10.1021/ja000728f

upstream raw materials:

C₂₀H₃₂O₂

C₁₉H₂₆O₂

C₁₉H₂₈O₂

C₂₀H₂₆N₂O