2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

Base Information

Chemical Name:2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid
CAS No.:1383781-66-5
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

Synonyms:2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

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Chemical Property of 2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

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Technology Process of 2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

There total 8 articles about 2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid 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: 94.0%

: 1383781-64-3
2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzaldehyde

: 1383781-66-5
2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol; at 20 ℃; for 8h;
DOI:10.1016/j.tetlet.2012.05.012

Reference yield:

: 4741-63-3
6-methoxyphthalide

: 1383781-66-5
2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: methanol; potassium carbonate / 3 h / Reflux

1.2: 5 h / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

3.2: -78 °C

4.1: tetrahydrofuran / 2 h / -10 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 21 h / Inert atmosphere; Reflux

6.1: AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 24 h / 0 °C

7.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

8.1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

9.1: hydrogen / ethanol / 48 h / 20 °C

10.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

11.1: sodium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol / 8 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; methanol; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; oxalyl dichloride; methanesulfonamide; AD-mix β; palladium 10% on activated carbon; hydrogen; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol; 4.1: Wittig reaction / 10.1: Swern oxidation / 10.2: Swern oxidation;
DOI:10.1016/j.tetlet.2012.05.012

Reference yield:

: 1383781-52-9
1-(benzyloxymethyl)-4-methoxy-2-vinylbenzene

: 1383781-66-5
2-((4R,5R)-2,2-dimethyl-5-pentyl-1,3-dioxolan-4-yl)-4-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 21 h / Inert atmosphere; Reflux

2: AD-mix β; methanesulfonamide / water; tert-butyl alcohol / 24 h / 0 °C

3: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

4: palladium 10% on activated carbon; hydrogen / ethanol / 5 h

5: hydrogen / ethanol / 48 h / 20 °C

6: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

7: sodium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol / 8 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium chlorite; sodium dihydrogenphosphate; oxalyl dichloride; methanesulfonamide; AD-mix β; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; In ethanol; dichloromethane; water; tert-butyl alcohol; 6: Swern oxidation / 6: Swern oxidation;
DOI:10.1016/j.tetlet.2012.05.012