(3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

Base Information

• Chemical Name: (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one
• CAS No.: 176702-16-2
• Molecular Formula: C₂₆H₃₀N₂O₄S
• Molecular Weight: 466.601

Synonyms:(3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

Chemical Property of (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

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Technology Process of (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one

There total 6 articles about (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-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: 90.0%

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-acetic acid (176702-13-9) + 4-methoxy-N-[(E)-phenylmethylidene]aniline (1613-90-7) → (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one (176702-16-2)

Guidance literature:

With bis(trichloromethyl) carbonate; triethylamine; In dichloromethane; at -40 - 20 ℃;

DOI:10.1016/S0040-4020(02)00094-7

Reference yield: 88.0%

[4-(benzylideneamino)phenyl]methanol (783-08-4) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-acetyl chloride (176702-14-0) → (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one (176702-16-2)

Guidance literature:

With triethylamine; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1016/0040-4020(96)00193-7

Reference yield: 61.0%

[4-(benzylideneamino)phenyl]methanol (783-08-4) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-acetic acid (176702-13-9) → (3R,4S)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one (176702-16-2)

Guidance literature:

With O-phenyl phosphorodichloridate; triethylamine; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1016/0040-4020(96)00193-7

upstream raw materials:

[4-(benzylideneamino)phenyl]methanol

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-acetic acid

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-acetyl chloride

4-methoxy-N-[(E)-phenylmethylidene]aniline

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