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

Base Information

• Chemical Name: (2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine
• CAS No.: 1219497-32-1
• Molecular Formula: C₁₄H₁₉NO₅S
• Molecular Weight: 313.375
• Mol file: 1219497-32-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine 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: 48.0%

methylphenylsulfonate (3112-85-4) + 3,4-isopropylidenedioxy-Δ1-pyrroline-1-oxide (213598-45-9) → (2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine (1219497-32-1)

Guidance literature:

methylphenylsulfonate; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.166667h;

3,4-isopropylidenedioxy-Δ¹-pyrroline-1-oxide; In tetrahydrofuran; at -78 - 20 ℃; for 2.5h;

With water; ammonium chloride; In tetrahydrofuran; stereoselective reaction;

DOI:10.3390/molecules15031501

Reference yield: 98.0%

(2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine (1219497-32-1) → C14H17NO5S (1313032-46-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.tetasy.2011.08.001

Reference yield: 35.0%

(2R,3S,4R)-2-phenylsulfonylmethyl-1-hydroxy-3,4-isopropylidenedioxypyrrolidine (1219497-32-1) → (2S,3S,4R)-2-benzenesulfonylmethyl-3,4-isopropylidenedioxypyrrolidine (868672-23-5) + (2R,3S,4R)-2-phenylsulfonylmethyl-3,4-isopropylidenedioxypyrrolidine (1219497-29-6)

Guidance literature:

With indium; ammonium chloride; zinc; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules15031501

upstream raw materials:

methylphenylsulfonate

3,4-isopropylidenedioxy-Δ¹-pyrroline-1-oxide

Downstream raw materials:

(2S,3S,4R)-2-benzenesulfonylmethyl-3,4-isopropylidenedioxypyrrolidine

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

C₁₄H₁₇NO₅S

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