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

Base Information

Chemical Name:2,4-Difluoro-benzoic acid (5R,6S,9S)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-8-formyl-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-dien-3-yl ester
CAS No.:125011-37-2
Molecular Formula:C₂₇H₂₈F₂O₈
Molecular Weight:518.511
Hs Code.:

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

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

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

There total 14 articles about 2,4-Difluoro-benzoic acid (5R,6S,9S)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-8-formyl-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-dien-3-yl 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

: 125011-37-2
2,4-Difluoro-benzoic acid (5R,6S,9S)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-8-formyl-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-dien-3-yl ester

Guidance literature:: Multi-step reaction with 9 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

With dipyridinium dichromate; lithium tetrafluoroborate; n-butyllithium; 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

: 125011-37-2
2,4-Difluoro-benzoic acid (5R,6S,9S)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-8-formyl-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-dien-3-yl ester

Guidance literature:: Multi-step reaction with 5 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

With dipyridinium dichromate; lithium tetrafluoroborate; 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

: 125011-37-2
2,4-Difluoro-benzoic acid (5R,6S,9S)-6-[(E)-3-(2,2-dimethyl-propionyloxy)-propenyl]-8-formyl-4-methoxy-9-methyl-2-oxo-1-oxa-spiro[4.5]deca-3,7-dien-3-yl ester

Guidance literature:: Multi-step reaction with 6 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

With dipyridinium dichromate; lithium tetrafluoroborate; 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