2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI)

Base Information

• Chemical Name: 2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI)
• CAS No.: 157598-76-0
• Molecular Formula: C₆H₁₁NO₅
• Molecular Weight: 177.157
• Mol file: 157598-76-0.mol

Synonyms:2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI)

Chemical Property of 2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI)

Chemical Property:

• PSA: 110.02000
• LogP: -2.54570

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI)

There total 3 articles about 2-Pyrrolidineaceticacid,-alpha-,3,4-trihydroxy-,[2S-[2-alpha-(S*),3-alpha-,4-alpha-]]-(9CI) 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:

2,6-dibromo-2,6-dideoxy-D-altrono-1,4-lactone (109986-29-0) → 3,6-dideoxy-3,6-imino-D-gluconic acid (157598-76-0) + 2,3-anhydro-6-bromo-6-deoxy-D-allono-1,4-lactone

Guidance literature:

With potassium fluoride; ammonium hydroxide; Yield given. Multistep reaction; 1.) acetone, 5 h; 2.) H₂O, 20 h;

DOI:10.1016/S0040-4020(01)90479-X

Reference yield:

2,3-anhydro-6-bromo-6-deoxy-D-allono-1,5-lactone (157598-75-9) → (2R,3R)-3-((R)-Hydroxy-(R)-oxiranyl-methyl)-oxirane-2-carboxylic acid amide + (R)-2-((2S,3S,4R)-3,4-Dihydroxy-pyrrolidin-2-yl)-2-hydroxy-acetamide + 3,6-dideoxy-3,6-imino-D-gluconic acid (157598-76-0) + (2R,3R)-3-((1R,2S)-3-Bromo-1,2-dihydroxy-propyl)-oxirane-2-carboxylic acid amide

Guidance literature:

With ammonium hydroxide; Product distribution; in different time, by 13C NMR;

DOI:10.1016/S0040-4020(01)90479-X

Reference yield:

2,3-anhydro-6-bromo-6-deoxy-D-allono-1,4-lactone → (2R,3R)-3-((R)-Hydroxy-(R)-oxiranyl-methyl)-oxirane-2-carboxylic acid amide + (R)-2-((2S,3S,4R)-3,4-Dihydroxy-pyrrolidin-2-yl)-2-hydroxy-acetamide + 3,6-dideoxy-3,6-imino-D-gluconic acid (157598-76-0) + (2R,3R)-3-((1R,2S)-3-Bromo-1,2-dihydroxy-propyl)-oxirane-2-carboxylic acid amide

Guidance literature:

With ammonium hydroxide; Product distribution; in different time, by 13C NMR;

DOI:10.1016/S0040-4020(01)90479-X

upstream raw materials:

2,6-dibromo-2,6-dideoxy-D-altrono-1,4-lactone

2,3-anhydro-6-bromo-6-deoxy-D-allono-1,5-lactone

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