(2R,4R)-4-Hydroxy-2-pyrrolidineMethanol Hydrochloride

Base Information

• Chemical Name: (2R,4R)-4-Hydroxy-2-pyrrolidineMethanol Hydrochloride
• CAS No.: 1009335-36-7
• Molecular Formula: C₅H₁₁NO₂*ClH
• Molecular Weight: 153.609
• Mol file: 1009335-36-7.mol

Synonyms:

Chemical Property of (2R,4R)-4-Hydroxy-2-pyrrolidineMethanol Hydrochloride

Chemical Property:

• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

(2R,4R)-4-Hydroxy-2-pyrrolidinemethanolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,4R)-4-Hydroxy-2-pyrrolidinemethanol hydrochloride is used as a reagent to synthesize various pharmaceutical compounds such as sphingosine kinase inhibitors.

Technology Process of (2R,4R)-4-Hydroxy-2-pyrrolidineMethanol Hydrochloride

There total 3 articles about (2R,4R)-4-Hydroxy-2-pyrrolidineMethanol Hydrochloride 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: 83.0%

N-benzyloxycarbonyl-cis-4-hydroxy-L-prolinol (1009335-39-0,1448706-36-2) → (3R,5R)-5-(hydroxymethyl)pyrrolidin-3-ol hydrochloride (1009335-36-7,478922-47-3)

Guidance literature:

N-benzyloxycarbonyl-cis-4-hydroxy-L-prolinol; With 20% palladium hydroxide-activated charcoal; hydrogen; In ethanol; under 760.051 Torr;

With hydrogenchloride; In methanol;

DOI:10.1016/j.bmcl.2013.06.030

Reference yield:

cis-4-hydroxy-L-prolinol (343633-22-7) → (3R,5R)-5-(hydroxymethyl)pyrrolidin-3-ol hydrochloride (1009335-36-7,478922-47-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

Reference yield:

(R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (130930-25-5) → (3R,5R)-5-(hydroxymethyl)pyrrolidin-3-ol hydrochloride (1009335-36-7,478922-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: diborane / tetrahydrofuran / 2 h / 65 °C

2: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 760.05 Torr

With 20% palladium hydroxide-activated charcoal; hydrogen; diborane; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2013.06.030

upstream raw materials:

cis-4-hydroxy-L-prolinol

(R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid

N-benzyloxycarbonyl-cis-4-hydroxy-L-prolinol

Downstream raw materials:

C₂₂H₂₃Cl₂N₃O₂S

C₂₃H₂₅Cl₂N₃O₂S

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