(+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate

Base Information

• Chemical Name: (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate
• CAS No.: 575452-53-8
• Molecular Formula: C₁₇H₂₅NO₄
• Molecular Weight: 307.39
• Mol file: 575452-53-8.mol

Synonyms:(+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate

Chemical Property of (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate

There total 3 articles about (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate 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: 63.0%

(+)-ethyl (6S)-6-[(R)-1-phenylbutoxy]-5,6-dihydro-4H-1,2-oxazine-3-carboxylate (575452-52-7) → (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate (575452-53-8)

Guidance literature:

(+)-ethyl (6S)-6-[(R)-1-phenylbutoxy]-5,6-dihydro-4H-1,2-oxazine-3-carboxylate; With sodium cyanoborohydride; In acetic acid; at 0 - 20 ℃;

With triethylamine; In chloroform; Heating;

DOI:10.1016/S0040-4039(03)00836-0

Reference yield:

ethyl 3-bromo-2-(hydroxyimino)propanoate (73472-94-3) → (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate (575452-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 48 percent / Na₂CO₃ / CH₂Cl₂ / 20 °C

2.1: NaCNBH₃ / acetic acid / 24 h / 0 - 20 °C

2.2: 63 percent / Et₃N / CHCl₃ / 8 h / Heating

With sodium cyanoborohydride; sodium carbonate; In dichloromethane; acetic acid;

DOI:10.1016/j.tet.2004.11.009

Reference yield:

((R)-1-Vinyloxy-butyl)-benzene → (+)-ethyl (3R,6S)-6-[(R)-1-phenylbutoxy]-1,2-oxazinane-3-carboxylate (575452-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 48 percent / Na₂CO₃ / CH₂Cl₂ / 20 °C

2.1: NaCNBH₃ / acetic acid / 24 h / 0 - 20 °C

2.2: 63 percent / Et₃N / CHCl₃ / 8 h / Heating

With sodium cyanoborohydride; sodium carbonate; In dichloromethane; acetic acid;

DOI:10.1016/j.tet.2004.11.009

upstream raw materials:

(+)-ethyl (6S)-6-[(R)-1-phenylbutoxy]-5,6-dihydro-4H-1,2-oxazine-3-carboxylate

ethyl 3-bromo-2-(hydroxyimino)propanoate

Downstream raw materials:

(+)-1-(tert-butyl) 2-ethyl (2R)-pyrrolidine-1,2-dicarboxylate

ethyl proline hydrochloride