1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol

Base Information

• Chemical Name: 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol
• CAS No.: 134734-07-9
• Molecular Formula: C₁₃H₁₉NO₅
• Molecular Weight: 269.298
• Mol file: 134734-07-9.mol

Synonyms:1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol

Chemical Property of 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol

There total 7 articles about 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol 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: 86.0%

2-(3,4-dimethoxyphenyl)-6-hydroxy-3-hydroxyiminotetrahydro-2H-pyran-3-one (134734-05-7) → 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol (134734-07-9)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1002/jhet.5570280325

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol (134734-07-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 93 percent / n-BuLi / hexane; diethyl ether; tetrahydrofuran / 3 h / Ambient temperature

2: 79 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 7 - 15 °C

3: 93 percent / DMAP, DCC / CH₂Cl₂ / Ambient temperature

4: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

5: 85 percent / NH₂OH*HCl, AcONa*3H₂O / methanol; H₂O / 1 h / 55 °C

6: 88 percent / MeONa / methanol / 1 h / 0 °C

7: 86 percent / NaBH₄ / methanol

With dmap; sodium tetrahydroborate; n-butyllithium; hydroxylamine hydrochloride; hydrogen; sodium methylate; sodium acetate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; ethyl acetate;

DOI:10.1002/jhet.5570280325

Reference yield:

α-(3,4-dimethoxyphenyl)furfuryl alcohol (134733-96-3) → 1-(3,4-dimethoxyphenyl)-2-hydroxyimino-1,5-pentanodiol (134734-07-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 79 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / 7 - 15 °C

2: 93 percent / DMAP, DCC / CH₂Cl₂ / Ambient temperature

3: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

4: 85 percent / NH₂OH*HCl, AcONa*3H₂O / methanol; H₂O / 1 h / 55 °C

5: 88 percent / MeONa / methanol / 1 h / 0 °C

6: 86 percent / NaBH₄ / methanol

With dmap; sodium tetrahydroborate; hydroxylamine hydrochloride; hydrogen; sodium methylate; sodium acetate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1002/jhet.5570280325

upstream raw materials:

2-(3,4-dimethoxyphenyl)-6-hydroxy-3-hydroxyiminotetrahydro-2H-pyran-3-one

3,4-dimethoxy-benzaldehyde

α-(3,4-dimethoxyphenyl)furfuryl alcohol

2-(3,4-dimethoxyphenyl)-6-hydroxy-2H-pyran-3(6H)-one

Downstream raw materials:

2-<1,5-dihydro-1-(3,4-dimethoxyphenyl)>pentanamine hydrochloride