(S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol

Base Information

• Chemical Name: (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol
• CAS No.: 174172-35-1
• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 310.477
• Mol file: 174172-35-1.mol

Synonyms:(S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol

Chemical Property of (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol

There total 3 articles about (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol 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: 57.0%

(9S,12R)-9-Isopropyl-12-methyl-1,7,14-trioxa-dispiro[4.2.5.2]pentadecane + allyl-trimethyl-silane (762-72-1) → (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol (174172-35-1)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -90 ℃; for 0.5h;

DOI:10.1021/jo9515034

Reference yield:

2,2-bis(hydroxymethyl)-tetrahydrofuran (13386-57-7) → (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol (174172-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / hexamethyldisilazane / tetrahydrofuran / 0.5 h / 5 °C

2: TMSOTf / CH₂Cl₂ / 22 h / -40 °C

3: 57 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -90 °C

With trimethylsilyl trifluoromethanesulfonate; titanium tetrachloride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo9515034

Reference yield:

tetrahydro-2,2-bis(((trimethylsilyl)oxy)methyl)furan (173974-61-3) → (S)-tetrahydro-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>-2-furanmethanol (174172-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / CH₂Cl₂ / 22 h / -40 °C

2: 57 percent / TiCl₄ / CH₂Cl₂ / 0.5 h / -90 °C

With trimethylsilyl trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane;

DOI:10.1021/jo9515034

upstream raw materials:

allyl-trimethyl-silane

2,2-bis(hydroxymethyl)-tetrahydrofuran

tetrahydro-2,2-bis(((trimethylsilyl)oxy)methyl)furan

Downstream raw materials:

(S)-tetrahydro-2-((octadecyloxy)methyl)-2-<<<1(e)-allyl-2(e)-isopropyl-5(e)-methylcyclohexanyl>oxy>methyl>furan