(3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone

Base Information

• Chemical Name: (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone
• CAS No.: 244628-38-4
• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.682
• Mol file: 244628-38-4.mol

Synonyms:(3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone

Chemical Property of (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone

There total 8 articles about (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone 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:

(2S,3S,3aS,4aS,5R,8S,8aR,2'R)-2-(2'-phenylmethyloxy-tridecyl)-5,10,10-trimethyl-5,8-methano-octahydro-2H-isoxazolo-[3,2-b]benzoxazole-3-carboxylic acid ethyl ester (244628-34-0) → (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone (244628-38-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 76 percent / DIBAH / toluene / 1 h / -78 °C

2.1: sodium amide / tetrahydrofuran / 4 h / Heating

2.2: tetrahydrofuran / -78 °C

3.1: mCPBA / diethyl ether / 1 h / 20 °C

3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C

4.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C

5.1: 1.13 g / PhSO₂Cl; pyridine

With pyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride; sodium amide; benzenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; toluene; tert-butyl alcohol;

DOI:10.1021/ol990734k

Reference yield:

(2S,3S,3aS,4aS,5R,8S,8aR,2'R)-2-(2'-phenylmethyloxy-tridecyl)-5,10,10-trimethyl-5,8-methano-octahydro-2H-isoxazolo-[3,2-b]-benzoxazole-3-carboxaldehyde (244628-35-1) → (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone (244628-38-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium amide / tetrahydrofuran / 4 h / Heating

1.2: tetrahydrofuran / -78 °C

2.1: mCPBA / diethyl ether / 1 h / 20 °C

2.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C

3.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C

4.1: 1.13 g / PhSO₂Cl; pyridine

With pyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sodium amide; benzenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; tert-butyl alcohol;

DOI:10.1021/ol990734k

Reference yield:

C34H55NO4 → (3S,4S,2'R,1Z)-3-(1-hexenyl)-4-(2'-phenylmethyloxy-tridecyl)-2-oxetanone (244628-38-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 170 mg / 4 Angstroem molecular sieves; N-methylmorpholine N-oxide; TPAP / CH₂Cl₂ / 1 h / 20 °C

2.1: sodium amide / tetrahydrofuran / 4 h / Heating

2.2: tetrahydrofuran / -78 °C

3.1: mCPBA / diethyl ether / 1 h / 20 °C

3.2: aq. HCl / tetrahydrofuran / 2 h / 20 °C

4.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C

5.1: 1.13 g / PhSO₂Cl; pyridine

With pyridine; sodium chlorite; sodium dihydrogenphosphate; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 4 A molecular sieve; sodium amide; 4-methylmorpholine N-oxide; benzenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl alcohol;

DOI:10.1021/ol990734k

upstream raw materials:

(2S,3S,3aS,4aS,5R,8S,8aR,2'R)-2-(2'-phenylmethyloxy-tridecyl)-5,10,10-trimethyl-5,8-methano-octahydro-2H-isoxazolo-[3,2-b]benzoxazole-3-carboxylic acid ethyl ester

(2S,3S,3aS,4aS,5R,8S,8aR,2'R)-2-(2'-phenylmethyloxy-tridecyl)-5,10,10-trimethyl-5,8-methano-octahydro-2H-isoxazolo-[3,2-b]-benzoxazole-3-carboxaldehyde

(2S,3S,3aS,4aS,5R,8S,8aR,2'R,1E)-2-(2'phenylmethyloxy-tridecyl)-3-(1-hexenyl)-5,10,10-trimethyl-5,8-methano-octahydro-2H-isoxazolo-[3,2-b]-benzoxazole

(2S,3S,5R,1'E)-2-(1'-hexenyl)-3-hydroxy-5-phenylmethyloxy-hexadecanal

Downstream raw materials:

(3S,4S)-3-hexyl-4-[(R)-2-hydroxytridecyl]-2-oxetanone

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