(1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one

Base Information

• Chemical Name: (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one
• CAS No.: 115133-15-8
• Molecular Formula: C₁₇H₁₉NO₆
• Molecular Weight: 333.341
• Mol file: 115133-15-8.mol

Synonyms:(1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one

Chemical Property of (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one

There total 12 articles about (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-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: 98.0%

benzyl chlorooxalate (35249-73-1) + (1S,2S,4R,6S)-4-methoxy-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one (115184-80-0) → (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one (115133-15-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4020(89)80126-7

Reference yield:

(1S,2S,4R,6S)-4-methoxy-7-(4-methoxyphenyl)-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one (115133-11-4) → (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one (115133-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / ceric ammonium nitrate / acetonitrile; H₂O

2: 98 percent / Et₃N

With ammonium cerium(IV) nitrate; triethylamine; In water; acetonitrile;

DOI:10.1016/S0040-4039(00)96544-4

Reference yield:

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one (115133-09-0) → (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one (115133-15-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / lithium diisopropylamide

2: 98 percent / Dowex-50(H+) / methanol

3: 78 percent / ceric ammonium nitrate / acetonitrile; H₂O

4: 98 percent / Et₃N

With ammonium cerium(IV) nitrate; DOWEX-50(H+); triethylamine; lithium diisopropyl amide; In methanol; water; acetonitrile;

DOI:10.1016/S0040-4039(00)96544-4

upstream raw materials:

benzyl chlorooxalate

(1S,2S,4R,6S)-4-methoxy-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one

(1S,2S,4R,5R)-4-hydroxy-6-(4-methoxyphenyl)-2-methyl-3-oxa-6-azabicyclo(3.2.0)heptan-7-one

(3S,4S)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-2-methoxy-vinyl)-azetidin-2-one