N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide

Base Information

• Chemical Name: N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide
• CAS No.: 162189-17-5
• Molecular Formula: C₃₄H₃₈N₂O₆S
• Molecular Weight: 602.752

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

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

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

There total 3 articles about N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide 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: 68.0%

N-benzylidenebenzamide (10374-29-5) + N-<<(p-Methoxybenzyl)oxy>acetyl>-2,10-camphorsultam (155396-70-6) → N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide (162189-17-5)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1039/c39940002591

Reference yield:

(+)-camphorsultam (108448-77-7,124224-04-0) → N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide (162189-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / toluene / 3 h / 20 °C

2: 68 percent / LiN(SiMe₃)2 / tetrahydrofuran / 0.5 h / -78 °C

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1039/c39940002591

Reference yield:

2-(4'-methoxybenzyloxy)acetyl chloride → N-[(1S,2R)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-methoxy-benzyloxy)-3-oxo-1-phenyl-propyl]-benzamide (162189-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaH / toluene / 3 h / 20 °C

2: 68 percent / LiN(SiMe₃)2 / tetrahydrofuran / 0.5 h / -78 °C

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1039/c39940002591

upstream raw materials:

N-benzylidenebenzamide

N-<<(p-Methoxybenzyl)oxy>acetyl>-2,10-camphorsultam

(+)-camphorsultam

Downstream raw materials:

[(2R,4S,5R)-3-Benzoyl-2-(4-methoxy-phenyl)-4-phenyl-oxazolidin-5-yl]-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-methanone

(2R,4S,5R)-3-benzoyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid

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