Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester

Base Information

• Chemical Name: Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester
• CAS No.: 1026603-60-0
• Molecular Formula: C₂₃H₃₆O₄
• Molecular Weight: 376.536
• Mol file: 1026603-60-0.mol

Synonyms:

Chemical Property of Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester

There total 18 articles about Benzoic acid (S)-10-carboxy-1-pentyl-decyl 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:

Benzoic acid (S)-11-hydroxy-1-pentyl-undecyl ester (121043-04-7) → Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester (1026603-60-0)

Guidance literature:

With chromium(VI) oxide;

Reference yield:

oxacyclotridecan-2-one (947-05-7) → Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester (1026603-60-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 18 g / methanol / 0.5 h / Ambient temperature

2: 21.2 g / p-TsOH / CH₂Cl₂ / 0.25 h / 0 °C

3: 1.) LDA, 2.) phenylselenyl chloride, 3.) 30percent H₂O₂

4: 2.25 g / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C

5: 1.) Ti(O-iso-Pr)4, diethyl L-(+)-tartrate, 2.) t-BuOOH / 1.) CH₂Cl₂, -30 deg C, 30 min, 2.) CH₂Cl₂, -30 deg C, 30 min

6: 1.) diisobutylaluminum hydride, 2.) p-TsCl, pyridine, 3.) 28percent NaOMe

7: 46 mg / tetrahydrofuran / 5 h / Ambient temperature

8: 174 mg / pyridine / 0.5 h / 0 °C

9: 44.3 mg / p-TsOH / aq. ethanol / 1 h / Ambient temperature

10: 50 mg / CrO₃, H₂SO₄ / acetone / 1 h / 0 °C

With pyridine; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; Phenylselenyl chloride; diethyl (2R,3R)-tartrate; sulfuric acid; dihydrogen peroxide; sodium methylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; toluene;

DOI:10.1248/cpb.44.1680

Reference yield:

methyl 12-hydroxydodecanoate (71655-36-2) → Benzoic acid (S)-10-carboxy-1-pentyl-decyl ester (1026603-60-0)

Guidance literature:

Multi-step reaction with 9 steps

1: 21.2 g / p-TsOH / CH₂Cl₂ / 0.25 h / 0 °C

2: 1.) LDA, 2.) phenylselenyl chloride, 3.) 30percent H₂O₂

3: 2.25 g / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C

4: 1.) Ti(O-iso-Pr)4, diethyl L-(+)-tartrate, 2.) t-BuOOH / 1.) CH₂Cl₂, -30 deg C, 30 min, 2.) CH₂Cl₂, -30 deg C, 30 min

5: 1.) diisobutylaluminum hydride, 2.) p-TsCl, pyridine, 3.) 28percent NaOMe

6: 46 mg / tetrahydrofuran / 5 h / Ambient temperature

7: 174 mg / pyridine / 0.5 h / 0 °C

8: 44.3 mg / p-TsOH / aq. ethanol / 1 h / Ambient temperature

9: 50 mg / CrO₃, H₂SO₄ / acetone / 1 h / 0 °C

With pyridine; chromium(VI) oxide; titanium(IV) isopropylate; tert.-butylhydroperoxide; Phenylselenyl chloride; diethyl (2R,3R)-tartrate; sulfuric acid; dihydrogen peroxide; sodium methylate; diisobutylaluminium hydride; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; acetone; toluene;

DOI:10.1248/cpb.44.1680

upstream raw materials:

Benzoic acid (S)-11-hydroxy-1-pentyl-undecyl ester

oxacyclotridecan-2-one

methyl 12-hydroxydodecanoate

cyclododecanone