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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List (1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane
303176-39-8

(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane synthesis

8synthesis methods
2H-1-Benzopyran, 2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-6-fluoro-3,4-dihydro-, (2S)-

1030385-10-4
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(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-39-8
13 suppliers
$255.00/100mg

-

Yield:303176-39-8 43%

Reaction Conditions:

with water;acetic acid at 60 - 65; for 2.5 h;

Steps:

5

Diastereoisomeric mixture obtained in Example 3 was separated into the single diastereoisomers in accordance to known methods.(S)-6-fluoro-3,4-dihydro-2-((R)-2,2-dimethyl-l,3-dioxolan-4-yl)-2H-chromene (1.10 g, 4.4 mmol) was dissolved in acetic acid (9 ml) and demi water (3 ml). The reaction mixture was stirred vigorously and heated to 650C. After 2.5 h at 600C the reaction mixture was cooled to 25°C. The solution was then concentrated in vacuo to obtain a vetrous oil. Chromatographic separation on silica of the crude, using a mixture of heptane : ethyl acetate 1 : 1 as eluent, furnished 0.40 g of (R)-l-((S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethane-l,2-diol as a white solid (43% yield). NMR: δH(400 MHz; CDCl3) 6.83-6.69 (3H, m, Ar), 4.05-3.98 (IH, m), 3.90-3.80 (3H, m), 2.91-2.74 (2H, m), 2.18-2.11 (IH, m), 1.91-1.81 (IH, m). Chiral HPLC: ee 94%.

References:

WO2008/64827,2008,A2 Location in patent:Page/Page column 28-29

Ethanone, 1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-2-hydroxy-

1421916-54-2
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905454-57-1 Synthesis
(1’S,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

905454-57-1
12 suppliers
$140.00/50mg

(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-39-8
13 suppliers
$255.00/100mg

References
797054-19-4 Synthesis
(1’R,2S)-2-[(1’,2’-O-Isopropylidene)dihydroxyethyl]-6-fluorochroman-4-one

797054-19-4
5 suppliers
$120.00/100mg

(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-39-8
13 suppliers
$255.00/100mg

References
(+)-(S,R)-6-fluoro-3,4-dihydro-2-(2-oxiranyl)-2H-1-benzopyran

197706-51-7
29 suppliers
inquiry

(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-39-8
13 suppliers
$255.00/100mg

References
2H-1-Benzopyran, 2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-6-fluoro-3,4-dihydro-

1030385-06-8
0 suppliers
inquiry

(1’R,2S)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-39-8
13 suppliers
$255.00/100mg

303176-45-6 Synthesis
(1’R,2R)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-45-6
14 suppliers
$140.00/100mg

303176-43-4 Synthesis
(1’S,2R)-2-(1’,2’-Dihydroxyethyl)-6-fluorochromane

303176-43-4
14 suppliers
$140.00/50mg

References