(3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one

Base Information

• Chemical Name: (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one
• CAS No.: 118743-79-6
• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.459
• Mol file: 118743-79-6.mol

Synonyms:(3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one

Chemical Property of (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one

There total 6 articles about (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one 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: 43.0%

3(S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-ol (118743-76-3,118743-77-4,118743-87-6,118865-62-6) → (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one (118743-79-6)

Guidance literature:

With pyridine; chromium(VI) oxide; In dichloromethane; for 0.5h; Ambient temperature;

Reference yield:

benzyl 4-hydroxybutylcarbamate (17996-13-3) → (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one (118743-79-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) DMSO, oxalyl chloride, 2.) triethylamine / CH₂Cl₂ / -60 °C

2: triethylamine / CH₂Cl₂ / 5 h / 20 °C

3: 16 h / Heating

4: 98 percent / K₂CO₃ / methanol; H₂O / 1 h / 20 °C

5: 40 percent / CrO₃, pyridine / CH₂Cl₂ / 0 °C

With pyridine; chromium(VI) oxide; oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; water;

DOI:10.1039/c39880000654

Reference yield:

4-[(benzyloxycarbonyl)amino]butyric aldehyde (69037-98-5) → (3S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-one (118743-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / 5 h / 20 °C

2: 16 h / Heating

3: 98 percent / K₂CO₃ / methanol; H₂O / 1 h / 20 °C

4: 40 percent / CrO₃, pyridine / CH₂Cl₂ / 0 °C

With pyridine; chromium(VI) oxide; potassium carbonate; triethylamine; In methanol; dichloromethane; water;

DOI:10.1039/c39880000654

upstream raw materials:

3(S)-(4-Benzyloxycarbonylaminobutyl)-N-<(R)-(-)-α-methylbenzyl>isoxazolidin-5-ol

benzyl 4-hydroxybutylcarbamate

4-[(benzyloxycarbonyl)amino]butyric aldehyde

N-<4-(Benzyloxycarbonylamino)butylidene>-(R)-(-)-α-methylbenzylamine N-oxide

Downstream raw materials:

(3S)-β-lysine