(S)-14-benzyloxy-4-methyl-7-tetradecynal

Base Information

• Chemical Name: (S)-14-benzyloxy-4-methyl-7-tetradecynal
• CAS No.: 1446944-66-6
• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.495
• Mol file: 1446944-66-6.mol

Synonyms:(S)-14-benzyloxy-4-methyl-7-tetradecynal

Chemical Property of (S)-14-benzyloxy-4-methyl-7-tetradecynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-14-benzyloxy-4-methyl-7-tetradecynal

There total 19 articles about (S)-14-benzyloxy-4-methyl-7-tetradecynal 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:

(11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne (1446944-65-5) → (S)-14-benzyloxy-4-methyl-7-tetradecynal (1446944-66-6)

Guidance literature:

With periodic acid dihydrate; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1271/bbb.120436

Reference yield:

benzyl chloride (100-44-7) → (S)-14-benzyloxy-4-methyl-7-tetradecynal (1446944-66-6)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium tert-butylate / dimethyl sulfoxide

2: pyridine

3: sodium iodide / N,N-dimethyl-formamide

4: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / Reflux

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane

6: periodic acid dihydrate / diethyl ether; tetrahydrofuran / 0 - 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; periodic acid dihydrate; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1271/bbb.120436

Reference yield:

1,6-hexanediol (629-11-8) → (S)-14-benzyloxy-4-methyl-7-tetradecynal (1446944-66-6)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium tert-butylate / dimethyl sulfoxide

2: pyridine

3: sodium iodide / N,N-dimethyl-formamide

4: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / Reflux

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane

6: periodic acid dihydrate / diethyl ether; tetrahydrofuran / 0 - 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; periodic acid dihydrate; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1271/bbb.120436

upstream raw materials:

(R)-Citronellal

(3R)-citronellol

(R)-citronellyl tosylate

(R)-3,7-dimethyl-6-octenyl iodide

Downstream raw materials:

(R)-11-methylpentadecyl tosylate

(R)-1-benzyloxy-11-methyl-14-pentadecen-7-yne