N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide

Base Information

• Chemical Name: N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide
• CAS No.: 891144-46-0
• Molecular Formula: C₂₉H₃₃N₃O₅S
• Molecular Weight: 535.664

Synonyms:N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide

Chemical Property of N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide

Chemical Property:

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Technology Process of N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide

There total 5 articles about N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ⁶-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide 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:

3,4,5,6-tetrahydro-(4S,5S)-2-benzyl-7-[(2-bromo)benzyl]-4,5-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide (862884-26-2) + Benzeneacetamide (103-81-1) → N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ6-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide (891144-46-0)

Guidance literature:

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; at 160 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/j.tet.2005.11.094

Reference yield:

(4S,5S)-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide (835920-63-3) → N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ6-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide (891144-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / Ag₂O / CH₂Cl₂ / 1 h / 100 °C / microwave irradiation

2: 95 percent / K₂CO₃ / dimethylformamide / 60 °C

3: Cs₂CO₃; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / Pd(dba)2 / dioxane; 1-methyl-pyrrolidin-2-one / 0.25 h / 160 °C / microwave irradiation

With potassium carbonate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; silver(l) oxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.11.094

Reference yield:

(4S,5S)-3,4,5,6-tetrahydro-2-(2-bromobenzyl)-4,5-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide (891143-53-6) → N-[2-((3aS,8aS)-7-Benzyl-2,2-dimethyl-6,6-dioxo-hexahydro-1,3-dioxa-6λ6-thia-5,7-diaza-azulen-5-ylmethyl)-phenyl]-2-phenyl-acetamide (891144-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / dimethylformamide / 60 °C

2: Cs₂CO₃; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / Pd(dba)2 / dioxane; 1-methyl-pyrrolidin-2-one / 0.25 h / 160 °C / microwave irradiation

With potassium carbonate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2005.11.094

upstream raw materials:

3,4,5,6-tetrahydro-(4S,5S)-2-benzyl-7-[(2-bromo)benzyl]-4,5-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide

Benzeneacetamide

(4S,5S)-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide

(4S,5S)-3,4,5,6-tetrahydro-2-(2-bromobenzyl)-4,5-O-isopropylidene-1,2,7-thiadiazepine 1,1-dioxide

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