(1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one

Base Information

• Chemical Name: (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one
• CAS No.: 178042-89-2
• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.375
• Mol file: 178042-89-2.mol

Synonyms:(1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one

Chemical Property of (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one

There total 2 articles about (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-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: 85.0%

C33H47NO4Si (178042-92-7) → (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3-phenyl-propionic acid + (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one (178042-89-2)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.333333h;

DOI:10.1016/0040-4039(96)00508-4

Reference yield:

C38H54N2O8Si (180797-99-3) + benzyl alcohol (100-51-6,185532-71-2) → (1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one (178042-89-2) + (2S,3R)-2-(Benzyloxycarbonylamino-methyl)-3-(tert-butyl-dimethyl-silanyloxy)-butyric acid benzyl ester

Guidance literature:

With lithium benzyloxide; In tetrahydrofuran; at 0 ℃; for 0.166667h; Yields of byproduct given;

DOI:10.1016/0040-4039(96)01157-4

Reference yield:

(1'''S,4'''R,2S)-(-)-2-menthonyl-3H-benzo[e][1,3]oxazin-4-one (178042-89-2) → C30H36N2O7 (180797-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / i-Pr₂EtN, CuCl / 3 h / 50 °C

2: 100 percent / NaH / dimethylformamide / 2.5 h / 25 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01157-4

upstream raw materials:

C₃₃H₄₇NO₄Si

C₃₈H₅₄N₂O₈Si

benzyl alcohol

Downstream raw materials:

C₃₀H₃₆N₂O₇