(1R,8aα)-Decahydro-1-methyl-6-methylene-4β-isopropyl-1α,4aβ-naphthalenediol

Base Information

• Chemical Name: (1R,8aα)-Decahydro-1-methyl-6-methylene-4β-isopropyl-1α,4aβ-naphthalenediol
• CAS No.: 25330-21-6
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• Hs Code.: 2906199090
• Mol file: 25330-21-6.mol

Synonyms:1,4a(2H)-Naphthalenediol,octahydro-1-methyl-6-methylene-4-(1-methylethyl)-, [1R-(1a,4b,4ab,8aa)]-; Cadin-4(14)-ene-6,10-diol(8CI); Isocalamenediol

Chemical Property of (1R,8aα)-Decahydro-1-methyl-6-methylene-4β-isopropyl-1α,4aβ-naphthalenediol

Chemical Property:

• PSA: 40.46000
• LogP: 2.89080

Purity/Quality:

98%min ^*data from raw suppliers

Isocalamendiol ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,8aα)-Decahydro-1-methyl-6-methylene-4β-isopropyl-1α,4aβ-naphthalenediol

There total 4 articles about (1R,8aα)-Decahydro-1-methyl-6-methylene-4β-isopropyl-1α,4aβ-naphthalenediol 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: 98.8%

10-O-acetylisocalamendiol (1432064-69-1) → isocalamendiol (25330-21-6)

Guidance literature:

With water; sodium hydroxide; In methanol; at 25 ℃; for 2h;

Reference yield:

(1R,4R,4aS,6S,8aR)-6-Hydroxymethyl-4-isopropyl-1-methyl-octahydro-naphthalene-1,4a-diol (72390-59-1,74957-59-8) → (+/-)-calameon (25330-21-6,30167-28-3,72441-87-3,74923-25-4)

Guidance literature:

With ortho-nitrophenyl selenocyanate; tributylphosphine; dihydrogen peroxide; Yield given. Multistep reaction; 1)o-NO₂C₆H₄SeCN,P(n-Bu)3 2)H₂O₂/THF;

DOI:10.1021/jo01290a039

Reference yield:

acoragermacrone (50281-45-3) → isocalamendiol (25330-21-6)

Guidance literature:

With acetic acid;

DOI:10.1246/bcsj.49.3148

upstream raw materials:

acoragermacrone

10-O-acetylisocalamendiol

(1R,4R,4aS,6S,8aR)-6-Hydroxymethyl-4-isopropyl-1-methyl-octahydro-naphthalene-1,4a-diol

Refernces

• 1、 Wender, Paul A.,Hubbs, John C.. "Olefin Metathesis-Transannular Ene Sequence. A Method for the Stereocontrolled Synthesis of trans-Decalin Derivatives. 1. Total Synthesis of (+/-)-Calameon". . p. 365 - 367. Retrieved 2007/10/02.