3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline

Base Information

• Chemical Name: 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline
• CAS No.: 145625-20-3
• Molecular Formula: C₂₇H₃₇N₃O₆S
• Molecular Weight: 531.673
• Mol file: 145625-20-3.mol

Synonyms:3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline

Chemical Property of 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline

There total 4 articles about 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline 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: 79.0%

acrylcamphorsultam (94594-91-9) + (S)-2-(tert-butoxycarbonylamino)-3-phenylpropanal oxime (145625-14-5,1033194-57-8) → 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ2-isoxazoline (145625-20-3)

Guidance literature:

With sodium hypochlorite; In ethyl acetate; for 2h;

DOI:10.1016/0968-0896(95)00174-3

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ2-isoxazoline (145625-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, Na₂CO₃ / H₂O; methanol / 6 h

2: 79 percent / aq. NaOCl / ethyl acetate / 2 h

With sodium hypochlorite; hydroxylamine hydrochloride; sodium carbonate; In methanol; water; ethyl acetate;

DOI:10.1016/0968-0896(95)00174-3

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester (51987-73-6) → 3-<(1S)-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ2-isoxazoline (145625-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene / 0.08 h / -78 °C

2: NH₂OH*HCl, Na₂CO₃ / H₂O; methanol / 6 h

3: 79 percent / aq. NaOCl / ethyl acetate / 2 h

With sodium hypochlorite; hydroxylamine hydrochloride; diisobutylaluminium hydride; sodium carbonate; In methanol; water; ethyl acetate; toluene;

DOI:10.1016/0968-0896(95)00174-3

upstream raw materials:

acrylcamphorsultam

(S)-2-(tert-butoxycarbonylamino)-3-phenylpropanal oxime

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Boc-L-phenylalaninal

Downstream raw materials:

(R)-3-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-4,5-dihydro-isoxazole-5-carboxylic acid

(1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline