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)

Base Information

• Chemical Name: 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)
• CAS No.: 136631-34-0
• Molecular Formula: C₂₇H₂₉NO₅S₂
• Molecular Weight: 511.663

Synonyms:

Chemical Property of 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)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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)

There total 8 articles about 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) 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: 75.0%

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) + acetic acid (64-19-7,77671-22-8) → 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) (136631-34-0)

Guidance literature:

With zinc; for 36h; Heating;

DOI:10.1021/jo00023a019

Reference yield:

(3,4-methylenedioxyphenyl)ethylene oxide (133789-65-8,136235-41-1,40288-67-3) → 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) (136631-34-0)

Guidance literature:

Multi-step reaction with 7 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

7: 75 percent / Zn dust / 36 h / Heating

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

DOI:10.1021/jo00023a019

Reference yield:

2-(2,2-dimethoxyethyl)1,3-dithiane (56169-20-1) → 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) (136631-34-0)

Guidance literature:

Multi-step reaction with 7 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

7: 75 percent / Zn dust / 36 h / Heating

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

DOI:10.1021/jo00023a019

upstream raw materials:

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

acetic acid

(3,4-methylenedioxyphenyl)ethylene oxide

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

Downstream raw materials:

C₂₅H₂₇NO₄S₂

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

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)

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