1,4-Dioxaspiro[4.5]decane, 7-methyl-7-[(phenylsulfonyl)methyl]-, (R)-

Base Information

• Chemical Name: 1,4-Dioxaspiro[4.5]decane, 7-methyl-7-[(phenylsulfonyl)methyl]-, (R)-
• CAS No.: 81566-29-2
• Molecular Formula: C₁₆H₂₂O₄S
• Molecular Weight: 310.414
• Mol file: 81566-29-2.mol

Synonyms:

Chemical Property of 1,4-Dioxaspiro[4.5]decane, 7-methyl-7-[(phenylsulfonyl)methyl]-, (R)-

Chemical Property:

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Dioxaspiro[4.5]decane, 7-methyl-7-[(phenylsulfonyl)methyl]-, (R)-

There total 12 articles about 1,4-Dioxaspiro[4.5]decane, 7-methyl-7-[(phenylsulfonyl)methyl]-, (R)- 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:

3-methylcyclohexen-2-one (1193-18-6) → (R)-7-Benzenesulfonylmethyl-7-methyl-1,4-dioxa-spiro[4.5]decane (81566-29-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 72 percent / AcOH / ethanol / 2.5 h / Heating

2: 1) p-TsOH*H₂O / 1) benzene, reflux, 1 h; 2) ether

3: 9.5 g / aq. 5 percent HCl, acetone / 1 h / Heating

4: 13.5 g / p-TsOH*H₂O / benzene / 1 h / Heating

5: 1) LiAlH₄; 2) EtOAc, water, aq. 4 N NaOH / 1) THF, 1 h; 2) RT, 1 h

6: 99 percent / tri-n-butylphosphine / pyridine / 23 h / 60 °C

7: 1) aq. NaHCO₃, 80 percent m-chloroperbenzoic acid; 2) aq. 10 percent Na₂S₂O₃ / 1) RT, CH₂Cl₂, 1 h

8: 4.63 g / aq. 5 percent HCl, acetone / 1.5 h / Heating

9: p-TsOH*H₂O / benzene / 0.5 h / Heating

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; tributylphosphine; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium thiosulfate; acetic acid; ethyl acetate; 3-chloro-benzenecarboperoxoic acid; acetone; In pyridine; ethanol; benzene;

Reference yield:

1-methyl-3-oxocyclohexane-1-carbonitrile (33235-14-2) → (R)-7-Benzenesulfonylmethyl-7-methyl-1,4-dioxa-spiro[4.5]decane (81566-29-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1) p-TsOH*H₂O / 1) benzene, reflux, 1 h; 2) ether

2: 9.5 g / aq. 5 percent HCl, acetone / 1 h / Heating

3: 13.5 g / p-TsOH*H₂O / benzene / 1 h / Heating

4: 1) LiAlH₄; 2) EtOAc, water, aq. 4 N NaOH / 1) THF, 1 h; 2) RT, 1 h

5: 99 percent / tri-n-butylphosphine / pyridine / 23 h / 60 °C

6: 1) aq. NaHCO₃, 80 percent m-chloroperbenzoic acid; 2) aq. 10 percent Na₂S₂O₃ / 1) RT, CH₂Cl₂, 1 h

7: 4.63 g / aq. 5 percent HCl, acetone / 1.5 h / Heating

8: p-TsOH*H₂O / benzene / 0.5 h / Heating

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; tributylphosphine; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium thiosulfate; ethyl acetate; 3-chloro-benzenecarboperoxoic acid; acetone; In pyridine; benzene;

Reference yield:

methyl 1-methyl-3-oxocyclohexane-1-carboxylate (56294-19-0) → (R)-7-Benzenesulfonylmethyl-7-methyl-1,4-dioxa-spiro[4.5]decane (81566-29-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 13.5 g / p-TsOH*H₂O / benzene / 1 h / Heating

2: 1) LiAlH₄; 2) EtOAc, water, aq. 4 N NaOH / 1) THF, 1 h; 2) RT, 1 h

3: 99 percent / tri-n-butylphosphine / pyridine / 23 h / 60 °C

4: 1) aq. NaHCO₃, 80 percent m-chloroperbenzoic acid; 2) aq. 10 percent Na₂S₂O₃ / 1) RT, CH₂Cl₂, 1 h

5: 4.63 g / aq. 5 percent HCl, acetone / 1.5 h / Heating

6: p-TsOH*H₂O / benzene / 0.5 h / Heating

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; tributylphosphine; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium thiosulfate; ethyl acetate; 3-chloro-benzenecarboperoxoic acid; acetone; In pyridine; benzene;

upstream raw materials:

ethylene glycol

(R)-7-Methyl-7-phenylsulfanylmethyl-1,4-dioxa-spiro[4.5]decane

3-methylcyclohexen-2-one

1-methyl-3-oxocyclohexane-1-carbonitrile