Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate

Base Information

Chemical Name:Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate
CAS No.:296264-36-3
Molecular Formula:C₂₀H₂₈FNO₅
Molecular Weight:381.444
Hs Code.:
DSSTox Substance ID:DTXSID501111679

Synonyms:DTXSID501111679;296264-36-3

Suppliers and Price of Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate

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

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Chemical Property of Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate

Chemical Property:

XLogP3:3.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:381.19515116
Heavy Atom Count:27
Complexity:545

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(N(C(CO1)C(CC(=O)OC)C2=CC(=CC=C2)F)C(=O)OC(C)(C)C)C
Isomeric SMILES:CC1(N([C@@H](CO1)[C@H](CC(=O)OC)C2=CC(=CC=C2)F)C(=O)OC(C)(C)C)C

Technology Process of Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate

There total 1 articles about Methyl (betaR,4R)-3-[(1,1-dimethylethoxy)carbonyl]-beta-(3-fluorophenyl)-2,2-dimethyl-4-oxazolidinepropanoate 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:

: 1073-06-9
3-fluorobromobenzene

: 123751-09-7
tert-butyl (4R)-4-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 296264-36-3
(R)-4-[(R)-1-(3-Fluoro-phenyl)-2-methoxycarbonyl-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: (R)-4-[(S)-1-(3-Fluoro-phenyl)-2-methoxycarbonyl-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: 3-fluorobromobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; for 12h;

With copper(l) iodide; In tetrahydrofuran; at -78 - -20 ℃; for 1h;

tert-butyl (4R)-4-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate; With chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 12h;
DOI:10.1016/S0040-4039(00)00765-6

Reference yield:

: 296264-36-3
(R)-4-[(R)-1-(3-Fluoro-phenyl)-2-methoxycarbonyl-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: (R)-4-[(R)-1-(3-Fluoro-phenyl)-3-hydroxy-propyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With lithium borohydride; In methanol;
DOI:10.1016/S0040-4039(00)00765-6

Reference yield:

: 296264-36-3
(R)-4-[(R)-1-(3-Fluoro-phenyl)-2-methoxycarbonyl-ethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 2,2-Dimethyl-propionic acid (2R,3R)-2-amino-5-(2,2-dimethyl-propionyloxy)-3-(3-fluoro-phenyl)-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiBH₄ / methanol

2: PTSA / methanol

3: pyridine

4: resorcinol; CF₃COOH / toluene / 6 h / 0 °C

With lithium borohydride; toluene-4-sulfonic acid; trifluoroacetic acid; recorcinol; In pyridine; methanol; toluene; 1: Reduction / 2: Substitution / 3: Acylation / 4: Substitution;
DOI:10.1016/S0040-4039(00)00765-6