(3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane

Base Information

• Chemical Name: (3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane
• CAS No.: 914489-92-2
• Molecular Formula: C₂₆H₃₄N₂O₃
• Molecular Weight: 422.568
• Mol file: 914489-92-2.mol

Synonyms:(3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane

Chemical Property of (3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane

There total 1 articles about (3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane 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: 65.0%

(1R,2S,4S')-(+)-2-(4-isopropyl-2-oxazolin-2-yl)-1-phenyl-1,2-epoxypropane (432504-76-2) + (Z)-N-benzylidene-2-methylpropan-2-amine oxide (3376-24-7,52392-70-8,85225-53-2,68315-30-0) → (3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane (914489-92-2)

Guidance literature:

(1R,2S,4S')-(+)-2-(4-isopropyl-2-oxazolin-2-yl)-1-phenyl-1,2-epoxypropane; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

(Z)-N-benzylidene-2-methylpropan-2-amine oxide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol0618609

Reference yield: 50.0%

(3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane (914489-92-2) → (3S,4S,5S)-2-tert-butyl-5-methyl-3,4-diphenyl-4,5-epoxy-1,2-oxazin-6-one (914489-96-6)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; water; at 20 ℃; for 48h;

DOI:10.1021/ol0618609

Reference yield:

(3S,5R,8S,9S,10S)-N-tert-butyl-3-isopropyl-10-methyl-8,9-diphenyl-9,10-epoxy-1,6-dioxa-4,7-diazaspiro[4,5]decane (914489-92-2) → (2S,3S,4S)-4-amino-3,4-diphenyl-2-methyl-2,3-epoxybutyric acid (914490-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / trifluoroacetic acid / dioxane; H₂O / 48 h / 20 °C

2: 70 percent / H₂ / Pd/C / methanol / 16 h / 760 Torr

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; water;

DOI:10.1021/ol0618609

upstream raw materials:

(1R,2S,4S')-(+)-2-(4-isopropyl-2-oxazolin-2-yl)-1-phenyl-1,2-epoxypropane

(Z)-N-benzylidene-2-methylpropan-2-amine oxide

Downstream raw materials:

(3S,4S,5S)-2-tert-butyl-5-methyl-3,4-diphenyl-4,5-epoxy-1,2-oxazin-6-one

(2S,3S,4S)-4-amino-3,4-diphenyl-2-methyl-2,3-epoxybutyric acid