4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile

Base Information

Chemical Name:4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile
CAS No.:253129-07-6
Molecular Formula:C₁₂H₁₄N₂O₃
Molecular Weight:234.255
Hs Code.:
DSSTox Substance ID:DTXSID50698532

Synonyms:253129-07-6;DTXSID50698532;4-[3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile;Benzonitrile, 4-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-pyrrolidinyl]-

Suppliers and Price of 4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile

Chemical Property:

Boiling Point:489.9±45.0 °C(Predicted)
PKA:13.83±0.70(Predicted)
PSA：96.51000
Density:1.41±0.1 g/cm3(Predicted)
LogP:-0.38592
XLogP3:-0.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:234.10044231
Heavy Atom Count:17
Complexity:306

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC=C1C#N)C2C(C(C(N2)CO)O)O

Technology Process of 4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile

There total 4 articles about 4-[3,4-Dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]benzonitrile 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: 89.0%

: 258834-86-5
(1S)-5-O-tert-butyldimethylsilyl-1-(4-cyanophenyl)-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

: 253129-07-6
4-((2S,3S,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-pyrrolidin-2-yl)-benzonitrile

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; for 3h; Heating;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

: 106-37-6
1.4-dibromobenzene

: 253129-07-6
4-((2S,3S,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-pyrrolidin-2-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: BuLi

2: 58 percent / Pd(OAc)2 / hexamethylphosphoric acid triamide / 3 h / 75 °C

3: 89 percent / aq. TFA / tetrahydrofuran / 3 h / Heating

With palladium diacetate; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Addition / 2: Substitution / 3: Hydrolysis;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

: 153172-33-9
(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 253129-07-6
4-((2S,3S,4R,5R)-3,4-Dihydroxy-5-hydroxymethyl-pyrrolidin-2-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: BuLi

2: 58 percent / Pd(OAc)2 / hexamethylphosphoric acid triamide / 3 h / 75 °C

3: 89 percent / aq. TFA / tetrahydrofuran / 3 h / Heating

With palladium diacetate; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Addition / 2: Substitution / 3: Hydrolysis;
DOI:10.1016/S0968-0896(99)00210-2