(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

Base Information

Chemical Name:(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester
CAS No.:125029-06-3
Molecular Formula:C₂₈H₃₀F₂O₉
Molecular Weight:548.538
Hs Code.:

(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

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Chemical Property of (5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

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Technology Process of (5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

There total 16 articles about (5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl 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:

: 98-00-0,25212-86-6,93793-62-5
(2-furyl)methyl alcohol

: 125029-06-3
(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1) Br₂ / 1) Et₂O; 2) methoxymethylation

2: water, Dowex 50x / acetone / cation exchange resin Dowex 50x

3: benzene / Ambient temperature

4: 71 percent / n-BuLi / tetrahydrofuran / -78 - 25 °C

5: 92 percent / i-Bu₂AlH

6: 22.5 percent / 4,4'-thiobis(2-t-butyl-6-methylphenol) / chlorobenzene / 10 h / 140 - 143 °C

8: 78 percent / LiBF₄ / acetonitrile; H₂O / Heating

9: PDC

10: NaClO₂, 2-methyl-2-butene

With sodium chlorite; dipyridinium dichromate; lithium tetrafluoroborate; n-butyllithium; 2-methyl-but-2-ene; Dowex 50X; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; water; bromine; diisobutylaluminium hydride; In tetrahydrofuran; water; chlorobenzene; acetone; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)99656-4

Reference yield:

: 125029-04-1
α-hydroxy-γ-methylenetetronate

: 125029-06-3
(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / Et₃N, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

2: 22.5 percent / 4,4'-thiobis(2-t-butyl-6-methylphenol) / chlorobenzene / 10 h / 140 - 143 °C

4: 78 percent / LiBF₄ / acetonitrile; H₂O / Heating

5: PDC

6: NaClO₂, 2-methyl-2-butene

With sodium chlorite; dipyridinium dichromate; lithium tetrafluoroborate; 2-methyl-but-2-ene; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; water; chlorobenzene; acetonitrile;
DOI:10.1016/S0040-4039(00)99656-4

Reference yield:

: 109788-65-0
4-methoxy-5-methylidene-2(5H)-furanone

: 125029-06-3
(5R,6S,9S)-3-(2,4-Difluoro-benzoyloxy)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-diene-8-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1) LiN(i-Pr)2; 2) B(OMe)3, H₂O₂ / 1) THF, -90 deg C

2: 78 percent / Et₃N, N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / Ambient temperature

3: 22.5 percent / 4,4'-thiobis(2-t-butyl-6-methylphenol) / chlorobenzene / 10 h / 140 - 143 °C

5: 78 percent / LiBF₄ / acetonitrile; H₂O / Heating

6: PDC

7: NaClO₂, 2-methyl-2-butene

With sodium chlorite; dipyridinium dichromate; lithium tetrafluoroborate; 2-methyl-but-2-ene; Trimethyl borate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; dihydrogen peroxide; triethylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In dichloromethane; water; chlorobenzene; acetonitrile;
DOI:10.1016/S0040-4039(00)99656-4