Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate

Base Information

• Chemical Name: Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate
• CAS No.: 136631-31-7
• Molecular Formula: C₂₇H₃₁NO₅S₂
• Molecular Weight: 513.679

Synonyms:

Chemical Property of Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate

There total 28 articles about Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate 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:

(3,4-methylenedioxyphenyl)ethylene oxide (133789-65-8,136235-41-1,40288-67-3) → Ethyl (3β,3aα,6aα)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate, 1,3-Propanediyl Dithioketal (136631-31-7,136734-40-2,136734-41-3,136734-42-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1)n-BuLi / 1) THF, -78 deg C, 1h, 2) THF, -20 deg C, 36 h

2: 59 percent / activated MnO₂ / CH₂Cl₂ / Ambient temperature

3: 1) n-BuLi, dicyclohexylamine / 1) THF, -78 deg C to -95 deg C, 2) -95 deg C, 2 h

4: 97 percent / HCl / tetrahydrofuran / Ambient temperature

5: K₂CO₃ / benzene / Ambient temperature

6: benzene / Heating

With hydrogenchloride; manganese(IV) oxide; n-butyllithium; potassium carbonate; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jo00023a019

Reference yield:

(3,4-methylenedioxyphenyl)ethylene oxide (133789-65-8,136235-41-1,40288-67-3) → C27H31NO5S2 (136631-31-7,136734-40-2,136734-41-3,136734-42-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1)n-BuLi / 1) THF, -78 deg C, 1h, 2) THF, -20 deg C, 36 h

2: 59 percent / activated MnO₂ / CH₂Cl₂ / Ambient temperature

3: 1) n-BuLi, dicyclohexylamine / 1) THF, -78 deg C to -95 deg C, 2) -95 deg C, 2 h

4: 98 percent / HCl / tetrahydrofuran / 1 h / Ambient temperature

5: K₂CO₃ / benzene / Ambient temperature

6: benzene / 2 h / Heating

With hydrogenchloride; manganese(IV) oxide; n-butyllithium; potassium carbonate; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jo00023a019

Reference yield:

(3,4-methylenedioxyphenyl)ethylene oxide (133789-65-8,136235-41-1,40288-67-3) → Ethyl (3R*,3aS*,6aR*)-Hexahydro-3a-(1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)-5-oxocyclopentisoxazole-3-carboxylate (136631-31-7,136734-40-2,136734-41-3,136734-42-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1)n-BuLi / 1) THF, -78 deg C, 1h, 2) THF, -20 deg C, 36 h

2: 59 percent / activated MnO₂ / CH₂Cl₂ / Ambient temperature

3: 1) n-BuLi, dicyclohexylamine / 1) THF, -78 deg C to -95 deg C, 2) -95 deg C, 2 h

4: 98 percent / HCl / tetrahydrofuran / 1 h / Ambient temperature

5: K₂CO₃ / benzene / Ambient temperature

6: benzene / 2 h / Heating

With hydrogenchloride; manganese(IV) oxide; n-butyllithium; potassium carbonate; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jo00023a019

upstream raw materials:

C₂₇H₃₁NO₅S₂

(3,4-methylenedioxyphenyl)ethylene oxide

2-(2,2-dimethoxyethyl)1,3-dithiane

2-(2,2-Dimethoxyethyl)-α-(1,3-benzodioxol-5-yl)-1,3-dithiane-2-ethanol

Downstream raw materials:

Hexahydro-(3R*,3aS*,6aR*)-3-acetoxy-3a(-1,3-benzodioxol-5-yl)-1-(1'(S*)-phenylethyl)cyclopentapyrrole-2,5(1H)-dione, 5-(1,3-Propanediyl dithioketal)

Hexahydro-(3R*,3aS*,6aR*)-3a-(1,3-benzodioxol-5-yl)-3-(benzoyloxy)-1-(1'(S*)-phenylethyl)cyclopentapyrrole-2,5(1H)-dione, 5-(1,3-Propanediyl dithioketal)

Hexahydro-(3R*,3aS*,6aR*)-3a-(1,3-benzodioxol-5-yl)-3-(benzyloxy)-1-(1'(S*)-phenylethyl)cyclopentapyrrole-2,5(1H)-dione

C₂₅H₂₇NO₄S₂

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