(2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride

Base Information

• Chemical Name: (2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride
• CAS No.: 98900-30-2
• Molecular Formula: C₅H₁₁NO₂*ClH
• Molecular Weight: 153.609
• Mol file: 98900-30-2.mol

Synonyms:(2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride;98900-30-2;(2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol;hydrochloride;(2r,3s)-2-(hydroxymethyl)pyrrolidin-3-ol hcl;1018896-79-1;SCHEMBL2562772;MFCD30830049;AKOS037644011;AS-43921;(2R,3S)-2-(hydroxymethyl)-3-pyrrolidinol Hydrochloride;rel-(2R,3S)-2-(Hydroxymethyl)pyrrolidin-3-ol hydrochloride

Chemical Property of (2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride

Chemical Property:

• Melting Point: 110-112 °C
• PSA: 52.49000
• LogP: -0.16770
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.0556563
• Heavy Atom Count: 9
• Complexity: 76.8

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(C1O)CO.Cl
• Isomeric SMILES: C1CN[C@@H]([C@H]1O)CO.Cl

Technology Process of (2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol hydrochloride

There total 56 articles about (2R,3S)-2-(hydroxymethyl)pyrrolidin-3-ol 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: 100.0%

(2R,3S)-tert-butyl 3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate (156129-72-5) → (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride (98900-30-2,154278-84-9,159912-46-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h;

Reference yield: 100.0%

3,5-di-O-benzyl-1,2,4-trideoxy-1,4-imino-D-erythro-pentitol (294188-28-6) → (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride (98900-30-2,154278-84-9,159912-46-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 24h; under 760 Torr;

DOI:10.1080/07328300008544100

Reference yield: 100.0%

(2R,3S)-2-(benzyloxymethyl)-3-(tert-butoxy)-1-hydroxypyrrolidine (1049770-22-0) → (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidinium hydrochloride (98900-30-2,154278-84-9,159912-46-6)

Guidance literature:

With hydrogenchloride; 10 % Pd(OH)2/C; hydrogen; In methanol; at 20 ℃; for 6h; under 15201 Torr;

DOI:10.1002/ejoc.200800098

upstream raw materials:

(2R,3S)-3-Hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid methyl ester

(2R,3S)-tert-butyl 3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

(2R,3S)-N-benzyl-3-hydroxy-2-hydroxymethylpyrrolidine

(4aR,7aS)-2,2-Dimethyl-tetrahydro-[1,3]dioxino[5,4-b]pyrrole-5-carboxylic acid tert-butyl ester

Refernces

• 1、 Merino, Pedro,Delso, Ignacio,Tejero, Tomas,Cardona, Francesca,Marradi, Marco,Faggi, Enrico,Parmeggiani, Camilla,Goti, Andrea. "Nucleophilic additions to cyclic nitrones en route to iminocyclitols - Total syntheses of DMDP, 6-deoxy-DMDP, DAB-1, CYB-3, nectrisine, and radicamine B". experimental part. p. 2929 - 2947. Retrieved 2009/04/06.
• 2、 Malle, Birgitte Molholm,Lundt, Inge,Furneaux, Richard H.. "A new stereospecific synthesis of 1,2,4-Trideoxy-1,4-imino-D-erythro-pentitol". . p. 573 - 583. Retrieved 2007/10/03.