(2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole

Base Information

• Chemical Name: (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole
• CAS No.: 1341196-81-3
• Molecular Formula: C₂₂H₂₅NO₇S₂
• Molecular Weight: 479.575
• Mol file: 1341196-81-3.mol

Synonyms:(2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole

Chemical Property of (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole

There total 4 articles about (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole 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:

PVS (5535-48-8) + C14H17NO5S (1313032-46-0) → (3S,3aS,4S,5R)-3-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-78-8) + (2S,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-79-9) + (2R,3aS,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-80-2) + (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-81-3)

Guidance literature:

In toluene; at 110 ℃; for 24h; optical yield given as %de;

DOI:10.1016/j.tetasy.2011.08.001

Reference yield:

(2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine (1219497-32-1) → (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-81-3)

Guidance literature:

Multi-step reaction with 2 steps

1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C

2: toluene / 24 h / 110 °C

With manganese(IV) oxide; In dichloromethane; toluene;

DOI:10.1016/j.tetasy.2011.08.001

Reference yield:

methylphenylsulfonate (3112-85-4) → (2R,3aR,4S,5R)-2-phenylsulfonyl-3a-phenylsulfonylmethyl-4,5-isopropylidenedioxy-hexahydropyrrolo[1,2-b]isoxazole (1341196-81-3)

Guidance literature:

Multi-step reaction with 3 steps

1: n-butyllithium / tetrahydrofuran / -78 °C

2: manganese(IV) oxide / dichloromethane / 2 h / 0 °C

3: toluene / 24 h / 110 °C

With manganese(IV) oxide; n-butyllithium; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.tetasy.2011.08.001

upstream raw materials:

(2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine

PVS

C₁₄H₁₇NO₅S

methylphenylsulfonate

Downstream raw materials:

(2R,3S,4R)-2-(2-hydroxyethyl)-2-phenylsulfonylmethyl-3,4-isopropylidenedioxypyrrolidine