(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

Base Information

Chemical Name:(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester
CAS No.:405872-58-4
Molecular Formula:C₂₈H₄₆O₅Si
Molecular Weight:490.756
Hs Code.:

Synonyms:(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

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Chemical Property of (3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

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Technology Process of (3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

There total 12 articles about (3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl 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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 405872-57-3
(3S,4R)-2-allyl-6-hydroxybenzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

: 405872-58-4
(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1002/1521-3765(20011217)7:24<5286::AID-CHEM5286>3.0.CO;2-G

Reference yield:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 405872-58-4
(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / pyridine

2: 83 percent / KOMe / [PdCl₂(dppf)] / tetrahydrofuran

3: 96 percent / BCl₃ / CH₂Cl₂ / 5 h / 20 °C

4: 81 percent / PPh₃; DEAD / diethyl ether / 20 h

5: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

With pyridine; 1H-imidazole; potassium methanolate; boron trichloride; triphenylphosphine; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20011217)7:24<5286::AID-CHEM5286>3.0.CO;2-G

Reference yield:

: 303-07-1
2,6-Dihydroxybenzoic acid

: 405872-58-4
(3S,4R)-2-allyl-6-(tert-butyldimethylsilanyloxy)-benzoic acid 3-methoxymethyl-4,7-dimethyloct-6-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / SOCl₂; DMAP / 1,2-dimethoxy-ethane

2: 85 percent / pyridine

3: 83 percent / KOMe / [PdCl₂(dppf)] / tetrahydrofuran

4: 96 percent / BCl₃ / CH₂Cl₂ / 5 h / 20 °C

5: 81 percent / PPh₃; DEAD / diethyl ether / 20 h

6: 99 percent / imidazole / dimethylformamide / 18 h / 20 °C

With pyridine; 1H-imidazole; dmap; thionyl chloride; potassium methanolate; boron trichloride; triphenylphosphine; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20011217)7:24<5286::AID-CHEM5286>3.0.CO;2-G