2-(4-Chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

Base Information

Chemical Name:2-(4-Chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol
CAS No.:188744-95-8
Molecular Formula:C₁₁H₁₄ClNO₃
Molecular Weight:243.69
Hs Code.:
DSSTox Substance ID:DTXSID40699472
Mol file:188744-95-8.mol

Synonyms:188744-95-8;DTXSID40699472;2-(4-chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol;3,4-Pyrrolidinediol, 2-(4-chlorophenyl)-5-(hydroxymethyl)-, (2S,3S,4R,5R)-

Suppliers and Price of 2-(4-Chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

Supply Marketing:

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

Manufacturers and distributors:

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Total 1 raw suppliers

Chemical Property of 2-(4-Chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

Chemical Property:

PSA：72.72000
LogP:0.39580
XLogP3:0.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:243.0662210
Heavy Atom Count:16
Complexity:233

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC(=CC=C1C2C(C(C(N2)CO)O)O)Cl

Technology Process of 2-(4-Chlorophenyl)-5-(hydroxymethyl)pyrrolidine-3,4-diol

There total 4 articles about 2-(4-Chlorophenyl)-5-(hydroxymethyl)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:

: 153172-31-7
(3aR,4R,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 188744-95-8
1-(S)-(4-chlorophenyl)-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 4 steps

1: NCS / pentane / 0.5 h / Ambient temperature

2: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

3: 35 percent / diethyl ether; tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) room temperature, 30 min

4: 1.) 25percent trifluoroacetic acid, 2.) Amberlyst A 26 (OH^- form) / 1.) H₂O, room temperature, 30 min, 2.) H₂O

With 2,2,6,6-tetramethyl-piperidine; N-chloro-succinimide; n-butyllithium; Amberlyst A 26 (OH^- form); trifluoroacetic acid; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1016/S0040-4020(96)01172-6

Reference yield:

: 153172-32-8
(3aR,4R,6aS)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-chloro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole

: 188744-95-8
1-(S)-(4-chlorophenyl)-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 2,2,6,6-tetramethylpiperidine / 1.) THF, 0 deg C, 2.) THF, -78 deg C

2: 35 percent / diethyl ether; tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) room temperature, 30 min

3: 1.) 25percent trifluoroacetic acid, 2.) Amberlyst A 26 (OH^- form) / 1.) H₂O, room temperature, 30 min, 2.) H₂O

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; Amberlyst A 26 (OH^- form); trifluoroacetic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4020(96)01172-6

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

: 188744-95-8
1-(S)-(4-chlorophenyl)-1,4-dideoxy-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / diethyl ether; tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) room temperature, 30 min

2: 1.) 25percent trifluoroacetic acid, 2.) Amberlyst A 26 (OH^- form) / 1.) H₂O, room temperature, 30 min, 2.) H₂O

With Amberlyst A 26 (OH^- form); trifluoroacetic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4020(96)01172-6