(2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol

Base Information

Chemical Name:(2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol
CAS No.:223595-43-5
Molecular Formula:C₁₂H₁₇NO₄
Molecular Weight:239.271
Hs Code.:
DSSTox Substance ID:DTXSID301152518
Nikkaji Number:J1.053.034B
ChEMBL ID:CHEMBL448744

Synonyms:CHEMBL448744;DTXSID301152518;(2R,3R,4R,5R)-2-(Hydroxymethyl)-5-(4-methoxyphenyl)-3,4-pyrrolidinediol;(2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol;223595-43-5

Suppliers and Price of (2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol

Supply Marketing:

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

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Chemical Property of (2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol

Chemical Property:

XLogP3:-0.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:3
Exact Mass:239.11575802
Heavy Atom Count:17
Complexity:243

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC1=CC=C(C=C1)C2C(C(C(N2)CO)O)O
Isomeric SMILES:COC1=CC=C(C=C1)[C@@H]2[C@H]([C@@H]([C@H](N2)CO)O)O

Technology Process of (2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol

There total 9 articles about (2R)-2alpha-(4-Methoxyphenyl)-5beta-(hydroxymethyl)-3beta,4alpha-pyrrolidinediol 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: 72.0%

: 223595-54-8
(1S,2R,4R,5R)-2-Hydroxymethyl-4-(4-methoxy-phenyl)-6-oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid methyl ester

: 223595-43-5
(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(4-methoxyphenyl)pyrrolidine-3,4-diol

Guidance literature:: With sulfuric acid; In 1,4-dioxane; water; for 48h; Heating;
DOI:10.1016/S0040-4039(99)00151-3

Reference yield:

: 459-64-3
4-methoxybenzenediazonium tetrafluoroborate

: 223595-43-5
(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(4-methoxyphenyl)pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / 2,6-di-tert-butyl-4-methylpyridine / Pd(OAc)2 / ethanol / 55 °C

2: 74 percent / HF-pyr / tetrahydrofuran / 72 h / 20 °C

3: 80 percent / m-CPBA / toluene / 24 h

4: 72 percent / H₂SO₄ / H₂O; dioxane / 48 h / Heating

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; sulfuric acid; hydrogen fluoride; 3-chloro-benzenecarboperoxoic acid; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; water; toluene; 1: Arylation / 2: Desilylation / 3: Epoxidation / 4: Hydrolysis;
DOI:10.1016/S0040-4039(99)00151-3

Reference yield:

: 98-79-3
L-Pyroglutamic acid

: 223595-43-5
(2R,3R,4R,5R)-2-(hydroxymethyl)-5-(4-methoxyphenyl)pyrrolidine-3,4-diol

Guidance literature:: Multi-step reaction with 5 steps

2: 55 percent / 2,6-di-tert-butyl-4-methylpyridine / Pd(OAc)2 / ethanol / 55 °C

3: 74 percent / HF-pyr / tetrahydrofuran / 72 h / 20 °C

4: 80 percent / m-CPBA / toluene / 24 h

5: 72 percent / H₂SO₄ / H₂O; dioxane / 48 h / Heating

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; sulfuric acid; hydrogen fluoride; 3-chloro-benzenecarboperoxoic acid; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; water; toluene; 2: Arylation / 3: Desilylation / 4: Epoxidation / 5: Hydrolysis;
DOI:10.1016/S0040-4039(99)00151-3