210115-92-7

Basic information

• Product Name: 2,5-Dideoxy-2,5-imino-D-mannitolHCl
• Synonyms: (2R,3R,4R,5R)-3,4-Dihydroxy-2,5-pyrrolidinedimethanol hydrochloride
• CAS NO: 210115-92-7
• Molecular Formula: C₆H₁₃NO₄*ClH
• Molecular Weight: 199.633
• Mol File: 210115-92-7.mol

Chemical Properties

• Melting Point: >150 °C (decomp)
• Appearance: /
• CAS DataBase Reference: 2,5-Dideoxy-2,5-imino-D-mannitolHCl(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dideoxy-2,5-imino-D-mannitolHCl(210115-92-7)
• EPA Substance Registry System: 2,5-Dideoxy-2,5-imino-D-mannitolHCl(210115-92-7)

Safety Data

• Hazardous Substances Data: 210115-92-7(Hazardous Substances Data)

Usage

Common Uses

Pharmaceutical intermediate
Potential therapeutic agent

Derived From

Mannitol (naturally occurring sugar alcohol)

Properties

Potential anti-cancer agent
Potential anti-inflammatory agent

Form

Salt form (indicated by HCl, hydrochloric acid addition)

Research Status

Ongoing study for medical applications and properties

Promising Traits

Potential medical applications
Continued research interest

Upstream product

• 1049770-26-4 (2R,3R,4R,5R)-3,4-bis(benzyloxymethyl)-2,5-bis(benzyloxymethyl)-1-hydroxypyrrolidine 
• 1049770-32-2 (2R,3R,4R)-3,4-bis(benzyloxymethyl)-2,5-bis(benzyloxymethyl)-3,4-dihydro-2H-pyrrole1-oxide 

Downstream Products

• 59920-31-9 2,5-dideoxy-2,5-imino-D-mannitol 

Relevant articles and documents

1,3-Oxazine as a chiral building block used in the total synthesis of (+)-1-deoxynojirimycin and (2R,5R)-dihydroxymethyl-(3R,4R)-dihydroxypyrrolidine

Concise and stereocontrolled syntheses of (+)-1-deoxynojirimycin and (2R,5R)-dihydroxymethyl-(3R,4R)-dihydroxypyrrolidine [(+)-DMDP] were achieved via a diastereomerically enriched oxazine intermediate. The key strategies include the use of 1,3-oxazine as a chiral building block and diastereoselective nucleophilic addition to an aldehyde. Starting from readily available (R)-methyl 2-benzamido-3-((tert-butyldimethylsilyl)oxy)propanoate, (+)-1-deoxynojirimycin was synthesized in 11 steps and 26.2% overall yield while (+)-DMDP was synthesized in 11 steps and 27.1% overall yield, respectively.

Nucleophilic additions to cyclic nitrones en route to iminocyclitols - Total syntheses of DMDP, 6-deoxy-DMDP, DAB-1, CYB-3, nectrisine, and radicamine B

Highly diastereoselective nucleophilic additions to cyclic nitrones derived from L-malic acid and D-arabinose have been used for the construction of enantiomerically pure polyhydroxylated pyrrolidines. The synthetic strategy adopted was based on an oxidat