(+)-(4S,5S)-dihydroabscisic acid

Base Information

• Chemical Name: (+)-(4S,5S)-dihydroabscisic acid
• CAS No.: 130694-55-2
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 130694-55-2.mol

Synonyms:(+)-(4S,5S)-dihydroabscisic acid

Chemical Property of (+)-(4S,5S)-dihydroabscisic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(4S,5S)-dihydroabscisic acid

There total 15 articles about (+)-(4S,5S)-dihydroabscisic 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:

(+)-(4S,5S)-methyl dihydroabscisate (130694-54-1) → (+)-(4S,5S)-dihydroabscisic acid (130694-55-2)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

Reference yield:

(Z)-3-methylpent-2-en-4-ynol (6153-05-5,105-29-3) → (+)-(4S,5S)-dihydroabscisic acid (130694-55-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 64 percent / n-butyl-Li / hexane; tetrahydrofuran / 1) -5 deg C 2) -60 deg C to r.t.

2: pyridine, 4-dimethylaminopyridine / 1 h / Ambient temperature

3: glacical acetic acid, H₂O / 80 °C

4: 70 percent / pyridinium dichromate / CH₂Cl₂ / Ambient temperature

5: 100 percent / 5M NaOH / methanol / 1 h / Ambient temperature

6: pyridinium p-tosylate / benzene / Heating

7: Na-bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / 1) 0 deg C, 1,5 h 2) r.t., 1 h

8: 1M HCl / acetone / Ambient temperature

9: MnO₂ / acetone / Ambient temperature

10: MnO₂, glacical acetic acid / Ambient temperature

11: 2M KOH / methanol / Ambient temperature

With pyridine; hydrogenchloride; dmap; manganese(IV) oxide; potassium hydroxide; sodium hydroxide; dipyridinium dichromate; n-butyllithium; water; pyridinium p-toluenesulfonate; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; benzene;

Reference yield:

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one (20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6) → (+)-(4S,5S)-dihydroabscisic acid (130694-55-2)

Guidance literature:

Multi-step reaction with 13 steps

1: 73 percent Turnov_. / 5M NaOH / ethanol / 24 h / 85 °C

2: 99 percent / imidazole / dimethylformamide / Ambient temperature

3: 64 percent / n-butyl-Li / hexane; tetrahydrofuran / 1) -5 deg C 2) -60 deg C to r.t.

4: pyridine, 4-dimethylaminopyridine / 1 h / Ambient temperature

5: glacical acetic acid, H₂O / 80 °C

6: 70 percent / pyridinium dichromate / CH₂Cl₂ / Ambient temperature

7: 100 percent / 5M NaOH / methanol / 1 h / Ambient temperature

8: pyridinium p-tosylate / benzene / Heating

9: Na-bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / 1) 0 deg C, 1,5 h 2) r.t., 1 h

10: 1M HCl / acetone / Ambient temperature

11: MnO₂ / acetone / Ambient temperature

12: MnO₂, glacical acetic acid / Ambient temperature

13: 2M KOH / methanol / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; dmap; manganese(IV) oxide; potassium hydroxide; sodium hydroxide; dipyridinium dichromate; n-butyllithium; water; pyridinium p-toluenesulfonate; acetic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;

upstream raw materials:

(+)-(4S,5S)-methyl dihydroabscisate

(Z)-3-methylpent-2-en-4-ynol

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

(+)-(4R,6S)-4-hydroxy-2,2,6-trimethylcyclohexanone