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

Base Information

Chemical Name:(3S,4R)-2-allyl-6-hydroxybenzoic acid 3-(tert-butyldimethylsilanyloxy)-4,7-dimethyloct-6-enyl ester
CAS No.:405872-39-1
Molecular Formula:C₂₆H₄₂O₄Si
Molecular Weight:446.703
Hs Code.:

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

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

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

There total 10 articles about (3S,4R)-2-allyl-6-hydroxybenzoic acid 3-(tert-butyldimethylsilanyloxy)-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: 96.0%

: 312962-10-0
2-allyl-6-hydroxy-benzoic acid

: 405872-38-0
(3S,4R)-3-(tert-butyldimethylsilanyloxy)-4,7-dimethyl-oct-6-en-1-ol

: 405872-39-1
(3S,4R)-2-allyl-6-hydroxybenzoic acid 3-(tert-butyldimethylsilanyloxy)-4,7-dimethyloct-6-enyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In diethyl ether; for 20h;
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

: 405872-39-1
(3S,4R)-2-allyl-6-hydroxybenzoic acid 3-(tert-butyldimethylsilanyloxy)-4,7-dimethyloct-6-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / pyridine

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

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

4: 96 percent / PPh₃; DEAD / diethyl ether / 20 h

With pyridine; potassium methanolate; boron trichloride; triphenylphosphine; diethylazodicarboxylate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; 4: Mitsunobu reaction;
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

: 405872-39-1
(3S,4R)-2-allyl-6-hydroxybenzoic acid 3-(tert-butyldimethylsilanyloxy)-4,7-dimethyloct-6-enyl ester

Guidance literature:: Multi-step reaction with 5 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: 96 percent / PPh₃; DEAD / diethyl ether / 20 h

With pyridine; 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; 5: Mitsunobu reaction;
DOI:10.1002/1521-3765(20011217)7:24<5286::AID-CHEM5286>3.0.CO;2-G