4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

Base Information

Chemical Name:4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester
CAS No.:195257-84-2
Molecular Formula:C₂₄H₂₈O₇
Molecular Weight:428.482
Hs Code.:

Synonyms:4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

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Chemical Property of 4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

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Technology Process of 4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

There total 6 articles about 4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl 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: 95.0%

: 100-07-2
4-methoxy-benzoyl chloride

: (E)-3-[(4R,5R)-5-(4-Methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol

: 195257-84-2
4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

Guidance literature:: With dmap; TEA; In dichloromethane; at 23 ℃; for 3h;
DOI:10.1016/S0040-4039(97)01327-0

Reference yield:

: 107228-97-7,41108-71-8
trans-5-(ethoxycarbonyl)penta-2,4-dien-1-ol

: 195257-84-2
4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / Ph₃P, DEAD / tetrahydrofuran / 1 h / Heating

2: 82 percent / (DHQD)2PYDZ, K₂OsO₄*2H₂O, K₂CO₃, K₃Fe(CN)6, CH₃SO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 °C

3: 92 percent / POCl₃ / CH₂Cl₂ / 3 h / 0 - 23 °C

4: 99 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 - -42 °C

5: 95 percent / TEA, DMAP / CH₂Cl₂ / 3 h / 23 °C

With dmap; potassium osmate(VI); methanesulfonamide; (DHQD)2PYDZ; TEA; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)01327-0

Reference yield:

: 150-76-5
4-methoxy-phenol

: 195257-84-2
4-Methoxy-benzoic acid (E)-3-[(4R,5R)-5-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / Ph₃P, DEAD / tetrahydrofuran / 1 h / Heating

2: 82 percent / (DHQD)2PYDZ, K₂OsO₄*2H₂O, K₂CO₃, K₃Fe(CN)6, CH₃SO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 °C

3: 92 percent / POCl₃ / CH₂Cl₂ / 3 h / 0 - 23 °C

4: 99 percent / DIBAL-H / CH₂Cl₂ / 0.75 h / -78 - -42 °C

5: 95 percent / TEA, DMAP / CH₂Cl₂ / 3 h / 23 °C

With dmap; potassium osmate(VI); methanesulfonamide; (DHQD)2PYDZ; TEA; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(97)01327-0