2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

Base Information

Chemical Name:2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid
CAS No.:133129-64-3
Molecular Formula:C₁₆H₂₃FO₇
Molecular Weight:346.353
Hs Code.:

Synonyms:2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

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Chemical Property of 2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

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Technology Process of 2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

There total 11 articles about 2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic 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: 99.0%

: 133129-63-2
2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid, phenylmethyl ester

: 133129-64-3
2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 2h; Ambient temperature;
DOI:10.1021/jm00109a013

Reference yield:

: 2033-89-8
3,4-dimethoxyphenol

: 133129-64-3
2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 2.5 h, 2.) a) 0 deg C, 0.5 h, b) RT, 2.5 h

2: 1.) n-BuLi / 1.) Et₂O, TMEDA, hexane, 0 deg C, 1 h, 2.) from 0 deg C to RT

3: (COCl)2, DMF / CH₂Cl₂ / 1 h / 0 °C

4: CH₂Cl₂ / 1.5 h / 0 °C

5: 83 percent / K₂CO₃ / acetone / 12 h / Heating

6: 88 percent / 0.25 h

7: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) from 0 deg C to RT, 1 h

8: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) 1 M NaOH, 30percent aq. H₂O₂ / 1.) THF, a) 0 deg C, 40 min, b) RT, 40 min, 2.) a) 0 deg C, 30 min, b) RT, 30 min

9: 92 percent / pyridine / CH₂Cl₂ / 24 h / 2 °C

10: 97 percent / n-Bu₄NF / tetrahydrofuran / 1.5 h

11: 99 percent / H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

With pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; potassium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jm00109a013

Reference yield:

: 63147-21-7
2,3-dimethoxy-6-hydroxybenzoic acid, phenylmethyl ester

: 133129-64-3
2,3-dimethoxy-5-(3-fluoropropyl)-6-<(2-methoxyethoxy)methoxy>benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / K₂CO₃ / acetone / 12 h / Heating

2: 88 percent / 0.25 h

3: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) from 0 deg C to RT, 1 h

4: 1.) 9-borabicyclo<3.3.1>nonane (9-BBN), 2.) 1 M NaOH, 30percent aq. H₂O₂ / 1.) THF, a) 0 deg C, 40 min, b) RT, 40 min, 2.) a) 0 deg C, 30 min, b) RT, 30 min

5: 92 percent / pyridine / CH₂Cl₂ / 24 h / 2 °C

6: 97 percent / n-Bu₄NF / tetrahydrofuran / 1.5 h

7: 99 percent / H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

With pyridine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jm00109a013