(2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

Base Information

• Chemical Name: (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol
• CAS No.: 770743-82-3
• Molecular Formula: C₁₈H₂₁NO₃S
• Molecular Weight: 331.436
• Mol file: 770743-82-3.mol

Synonyms:(2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

Chemical Property of (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

There total 5 articles about (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol 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: 85.0%

(R)-(-)-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-one (770743-81-2) + methylmagnesium bromide (75-16-1) → (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol (770743-82-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;

DOI:10.1021/ol0485971

Reference yield:

(R)-1-Phenyl-6,10-dithia-2-aza-spiro[4.5]decane → (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol (770743-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.118 g / tetrahydrofuran / 1.5 h / -78 - 20 °C

2: 78 percent / bis(trifluoroacetoxy)iodobenzene / acetonitrile; H₂O / 2 h / -20 °C

3: 85 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; diethyl ether; water; acetonitrile;

DOI:10.1021/ol0485971

Reference yield:

(R)-(+)-N-(p-toluenesulfonyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine (770743-80-1) → (2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol (770743-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / bis(trifluoroacetoxy)iodobenzene / acetonitrile; H₂O / 2 h / -20 °C

2: 85 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; diethyl ether; water; acetonitrile;

DOI:10.1021/ol0485971

upstream raw materials:

(R)-(-)-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-one

methylmagnesium bromide

(R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

(R)-(+)-N-(p-toluenesulfonyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

Downstream raw materials:

(2S,3R)-(-)-3-hydroxy-3-methyl-1-(toluene-4-sulfonyl)pyrrolidine-2-carboxylic acid methyl ester

(2R,3R)-(-)-3-hydroxy-3-methyl-1-(toluene-4-sulfonyl)pyrrolidine-2-carboxylic acid