(3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

Base Information

• Chemical Name: (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one
• CAS No.: 211816-29-4
• Molecular Formula: C₂₅H₃₅NO₄
• Molecular Weight: 413.557
• Mol file: 211816-29-4.mol

Synonyms:

Chemical Property of (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

There total 9 articles about (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + (3S,4S)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one (211816-42-1) → (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one (211816-29-4)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4039(98)00946-0

Reference yield: 60.0%

di-tert-butyl dicarbonate (24424-99-5) + (3S,4S)-4-<(3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one → (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one (211816-29-4) + (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1Z,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

Guidance literature:

With dmap; triethylamine; In dichloromethane; Ambient temperature;

Reference yield:

(2E,4S,5S)-ethyl 5-methoxy-2,4-dimethyl-6-phenylhex-2-enoate (126399-04-0) → (3S,4S)-N-(tert-butoxycarbonyl)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one (211816-29-4)

Guidance literature:

Multi-step reaction with 6 steps

1: LiAlH₄

2: 70 percent / CBr₄, PPh₃

4: NaHMDS

5: KF

6: 95 percent / Et₃N

With potassium fluoride; lithium aluminium tetrahydride; carbon tetrabromide; sodium hexamethyldisilazane; triethylamine; triphenylphosphine;

DOI:10.1016/S0040-4039(98)00946-0

upstream raw materials:

di-tert-butyl dicarbonate

(3S,4S)-4-<(1E,3E,5S,6S)-6-methoxy-3,5-dimethyl-7-phenylhepta-1,3-dienyl>-3-methylazetidin-2-one

(2S,3S,4E)-6-bromo-2-methoxy-3,5-dimethyl-1-phenyl-4-hexene

(2E,4S,5S)-ethyl 5-methoxy-2,4-dimethyl-6-phenylhex-2-enoate

Downstream raw materials:

(2S,3S,4E,6E,8S,9S)-3-(tert-butoxycarbonyl)amino-9-methoxy-2,6,8-trimethyl-10-phenyl-4,6-decadienoic acid