(4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)

Base Information

• Chemical Name: (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)
• CAS No.: 124095-88-1
• Molecular Formula: C₂₀H₂₈O₆S
• Molecular Weight: 396.505
• Mol file: 124095-88-1.mol

Synonyms:(4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)

Chemical Property of (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)

There total 3 articles about (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) 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: 82.0%

2-ethyl-2-methyl-1,3-dioxolane (126-39-6) + (4aα,5α,8β,8aβ)-octahydro-5,8-dihydroxy-4a-methyl-2(1H)-naphthalenone 5-(4-methylbenzenesulfonate) (123994-90-1) → (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-88-1)

Guidance literature:

toluene-4-sulfonic acid; ethylene glycol; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00290a027

Reference yield:

4β-Hydroxy-4aβ-methyl-3,4,4a,5,6,8aα-hexahydronaphthalene-1(2H),7(8H)-dione 7-dimethyl acetal (87262-05-3) → (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-88-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 82 percent / ethylene glycol, p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 24 h / Ambient temperature

toluene-4-sulfonic acid; ethylene glycol; In dichloromethane;

DOI:10.1021/jo00290a027

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (4'aα,5'α,8'β,8'aβ)-octahydro-4'a-methylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-88-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 82 percent / ethylene glycol, p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 24 h / Ambient temperature

toluene-4-sulfonic acid; ethylene glycol; In dichloromethane;

DOI:10.1021/jo00290a027

upstream raw materials:

2-ethyl-2-methyl-1,3-dioxolane

(4aα,5α,8β,8aβ)-octahydro-5,8-dihydroxy-4a-methyl-2(1H)-naphthalenone 5-(4-methylbenzenesulfonate)

4β-Hydroxy-4aβ-methyl-3,4,4a,5,6,8aα-hexahydronaphthalene-1(2H),7(8H)-dione 7-dimethyl acetal

p-toluenesulfonyl chloride