(3R,4S)-pyrrolidine-3,4-diol

Base Information

• Chemical Name: (3R,4S)-pyrrolidine-3,4-diol
• CAS No.: 131565-87-2
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• European Community (EC) Number: 631-341-9
• ChEMBL ID: CHEMBL2207396
• DSSTox Substance ID: DTXSID90537032
• Nikkaji Number: J1.582.448D
• Wikidata: Q82411876
• Mol file: 131565-87-2.mol

Synonyms:131565-87-2;(3R,4S)-pyrrolidine-3,4-diol;cis-Pyrrolidine-3,4-diol;(3S,4R)-Pyrrolidine-3,4-diol;CIS-3,4-DIHYDROXYPYRROLIDINE;3,4-Pyrrolidinediol, (3R,4S)-rel-;CHEMBL2207396;SCHEMBL48795;DTXSID90537032;JCZPOYAMKJFOLA-ZXZARUISSA-N;AMY16905;BDBM50402978;MFCD09910269;AKOS006310246;BS-12763;CS-0183119;EN300-98790;F90176

Chemical Property of (3R,4S)-pyrrolidine-3,4-diol

Chemical Property:

• Vapor Pressure: 0.0111mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 232.3°Cat760mmHg
• PKA: 14.08±0.40(Predicted)
• Flash Point: 144°C
• PSA: 52.49000
• Density: 1.309g/cm³
• LogP: -1.35980
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

97% ^*data from raw suppliers

cis-3,4-Dihydroxypyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(CN1)O)O
• Isomeric SMILES: C1[C@H]([C@H](CN1)O)O

Technology Process of (3R,4S)-pyrrolidine-3,4-diol

There total 8 articles about (3R,4S)-pyrrolidine-3,4-diol 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%

→ cis-3,4-dihydroxy-pyrrolidine (131565-87-2)

Guidance literature:

Reference yield: 78.7%

(meso)-N-benzyl-3,4-dihydroxypyrrolidine (76784-33-3,330152-66-4) → cis-3,4-dihydroxy-pyrrolidine (131565-87-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 24h; under 5171.62 Torr;

DOI:10.1016/j.bmcl.2017.04.078

Reference yield:

3,4-cis-dihydroxy-pyrrolidine-1-carboxylic acid benzyl ester (122225-42-7) → cis-3,4-dihydroxy-pyrrolidine (131565-87-2)

Guidance literature:

upstream raw materials:

Benzyl t-6-<<(tert-Butyl)dimethylsilyl>oxy>-r-4,c-5-dihydroxy-1,2-oxazinane-2-carboxylate

3,4-cis-dihydroxy-pyrrolidine-1-carboxylic acid benzyl ester

3-Pyrroline

(meso)-N-benzyl-3,4-dihydroxypyrrolidine

Downstream raw materials:

{4-[2-((3S,4R)-3,4-dihydroxypyrrolidin-1-yl)ethoxy]pyridin-2-yl}-{3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidin-1-yl}methanone