trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

Base Information

Chemical Name:trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester
CAS No.:288570-80-9
Molecular Formula:C₁₆H₂₂FNO₃S
Molecular Weight:327.42
Hs Code.:

Synonyms:trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

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Chemical Property of trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

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Technology Process of trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

There total 7 articles about trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester 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:

: 288570-78-5
2-methylpropyl [3-fluoro-4-(tetrahydro-2H-thiopyran-4-yl)phenyl]carbamate

: 288570-82-1
2-methylpropyl [4-(tetrahydro-1,1-dioxido-2H-thiopyran-4-yl)-3-fluorophenyl]carbamate

: 288570-80-9
trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

: 288570-76-3
cis-2-methylpropyl [3-fluoro-4-(tetrahydro-1-oxido-2H-thiopyran-4-yl)phenyl]carbamate

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; DIPT; In dichloromethane; at -20 ℃;
DOI:10.1016/S0040-4039(00)00631-6

Reference yield:

: 288570-78-5
2-methylpropyl [3-fluoro-4-(tetrahydro-2H-thiopyran-4-yl)phenyl]carbamate

: 288570-80-9
trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

Guidance literature:: 2-methylpropyl [3-fluoro-4-(tetrahydro-2H-thiopyran-4-yl)phenyl]carbamate; With titanium(IV) isopropylate; water; diisopropyl L-tartrate; In dichloromethane; at 23 - 30 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In 2,2,4-trimethylpentane; dichloromethane; at -24 - -20 ℃; for 2.5h;

With sodium hydrogensulfite; In water; at -20 - -18 ℃;

Reference yield:

: 1072-72-6
Tetrahydrothiopyran-4-one

: 288570-80-9
trans-[3-fluoro-4-(1-oxo-tetrahydrothiopyran-4-yl)phenyl]carbamic acid isobutyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89.9 percent / EtMgBr; MgBrCl; n-BuLi / tetrahydrofuran; hexane / -26 - -23 °C

2: 92 percent / (Me₃Si)2O; poly(methylhydrosiloxane); pTSA / toluene

3: 77.5 percent Chromat_. / Ti(OiPr)4; D-diisopropyl tartrate; t-BuOOH / CH₂Cl₂ / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; Hexamethyldisiloxane; DIPT; ethylmagnesium bromide; BrClMg; toluene-4-sulfonic acid; poly(methylhydrosiloxane); In tetrahydrofuran; hexane; dichloromethane; toluene; 1: Arylation / 2: Reduction / 3: Oxidation;
DOI:10.1016/S0040-4039(00)00631-6