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

Base Information

• Chemical Name: (4'aα,5'α,8'α,8'aβ)-octahydro-4'a,8'-dimethylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate)
• CAS No.: 124095-81-4
• Molecular Formula: C₂₁H₃₀O₆S
• Molecular Weight: 410.532
• Mol file: 124095-81-4.mol

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

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

There total 6 articles about (4'aα,5'α,8'α,8'aβ)-octahydro-4'a,8'-dimethylspiro<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: 97.0%

2-ethyl-2-methyl-1,3-dioxolane (126-39-6) + (4aα,5α,8α,8aβ)-octahydro-5,8-dihydroxy-4a,8-dimethyl-2(1H)-naphthalenone 5-(4-methylbenzenesulfonate) (123994-89-8) → (4'aα,5'α,8'α,8'aβ)-octahydro-4'a,8'-dimethylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-81-4)

Guidance literature:

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

DOI:10.1021/jo00290a027

Reference yield:

(4aα,5α,8α,8aβ)-octahydro-5,8-dihydroxy-4a,8-dimethyl-2(1H)-naphthalenone (124095-82-5) → (4'aα,5'α,8'α,8'aβ)-octahydro-4'a,8'-dimethylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / Ambient temperature

2: P-TsOH / Ambient temperature

With toluene-4-sulfonic acid; In pyridine;

DOI:10.1016/S0040-4039(00)96269-5

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'α,8'aβ)-octahydro-4'a,8'-dimethylspiro<1,3-dioxolane-2,2'(1'H)-naphthalene>-5',8'-diol 5'-(4-methylbenzenesulfonate) (124095-81-4)

Guidance literature:

Multi-step reaction with 6 steps

1: <(CH₃)2CH₂>2NC₂H₅ / CH₂Cl₂ / Ambient temperature

2: tetrahydrofuran / Heating

3: PPTS, H₂O / acetone / Ambient temperature

4: HCl / methanol / Heating

5: pyridine / Ambient temperature

6: P-TsOH / Ambient temperature

With hydrogenchloride; <(CH3)2CH2>2NC2H5; water; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetone;

DOI:10.1016/S0040-4039(00)96269-5

upstream raw materials:

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

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

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

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