(11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne

Base Information

• Chemical Name: (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne
• CAS No.: 1446944-65-5
• Molecular Formula: C₂₅H₃₈O₂
• Molecular Weight: 370.576
• Mol file: 1446944-65-5.mol

Synonyms:

Chemical Property of (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne

There total 15 articles about (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne 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:

benzyl chloride (100-44-7) → (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne (1446944-65-5)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1271/bbb.120436

Reference yield:

1,6-hexanediol (629-11-8) → (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne (1446944-65-5)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1271/bbb.120436

Reference yield:

(((6-iodohexyl)oxy)methyl)benzene (97510-97-9) → (11S,14RS)-1-benzyloxy-14,15-epoxy-11,15-dimethyl-7-hexadecyne (1446944-65-5)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1271/bbb.120436

upstream raw materials:

(3R)-citronellol

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

(S)-Citronellal

(R)-(+)-5,9-dimethyldec-8-en-1-yne

Downstream raw materials:

(R)-11-methylpentadecyl tosylate

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

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