3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime

Base Information

• Chemical Name: 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime
• CAS No.: 145625-10-1
• Molecular Formula: C₁₄H₁₈N₂O₄
• Molecular Weight: 278.308
• Mol file: 145625-10-1.mol

Synonyms:

Chemical Property of 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime

There total 2 articles about 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime 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:

(4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde (117833-92-8) → 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime (145625-10-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)61782-3

Reference yield:

N-benzyloxycarbonyl 4(S)-(1'-methoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine (117833-99-5) → 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime (145625-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL / toluene / 0.08 h / -78 °C

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

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

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

Reference yield:

acrylcamphorsultam (94594-91-9) + 3-carbobenzoxy-2,2-dimethyl (R)-4-oxazazolidine aldoxime (145625-10-1) → 3-<(4R)-3-carboxybenzoxy-2,2-dimethyl-4-oxazolidinyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ2-isoxazoline (145625-16-7)

Guidance literature:

With pyridine; N-Bromosuccinimide; triethylamine; Yield given. Multistep reaction; 1) THF, 2) toluene;

DOI:10.1016/S0040-4039(00)61782-3

upstream raw materials:

(4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde

N-benzyloxycarbonyl 4(S)-(1'-methoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine

Downstream raw materials:

3-<(4R)-3-carboxybenzoxy-2,2-dimethyl-4-oxazolidinyl>-5-<(2R)-(bornane-10,2-sultamyl)-N-carbonyl>-(5R)-Δ²-isoxazoline