(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

Base Information

• Chemical Name: (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
• CAS No.: 244628-36-2
• Molecular Formula: C₃₉H₆₃NO₃
• Molecular Weight: 593.934
• Mol file: 244628-36-2.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 6 articles about (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 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-carboxaldehyde (244628-35-1) + pentylidenetriphenylphosphorane (29541-98-8,55317-64-1) + pentyltriphenylphosphonium bromide (21406-61-1) → (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 (244628-36-2)

Guidance literature:

pentyltriphenylphosphonium bromide; With sodium amide; In tetrahydrofuran; for 4h; Heating;

(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; pentylidenetriphenylphosphorane; In tetrahydrofuran; at -78 ℃; Further stages.;

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-carboxylic acid ethyl ester (244628-34-0) → (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 (244628-36-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2.1: sodium amide / tetrahydrofuran / 4 h / Heating

2.2: tetrahydrofuran / -78 °C

With diisobutylaluminium hydride; sodium amide; In tetrahydrofuran; toluene;

DOI:10.1021/ol990734k

Reference yield:

(+)-3-(hydroxylamino)isoborneol hydrochloride → (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 (244628-36-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: calcium carbonate; 4 Angstroem molecular sieves / toluene / 4 h / 40 °C

2.1: 1.56 g / toluene / 16 h / 80 °C

3.1: 76 percent / DIBAH / toluene / 1 h / -78 °C

4.1: sodium amide / tetrahydrofuran / 4 h / Heating

4.2: tetrahydrofuran / -78 °C

With 4 A molecular sieve; diisobutylaluminium hydride; sodium amide; calcium carbonate; In tetrahydrofuran; toluene;

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-carboxaldehyde

pentylidenetriphenylphosphorane

pentyltriphenylphosphonium bromide

(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

Downstream raw materials:

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

(1S,3S,4R)-3-hydroxy-4,7,7-trimethylbicyclo[2.2.1]heptan-2-one

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

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