<3aS<1<1S^*,5R^*,6R^*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Base Information

• Chemical Name: <3aS<1<1S^*,5R^*,6R^*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
• CAS No.: 127470-56-8
• Molecular Formula: C₂₅H₃₁N₃O₅S
• Molecular Weight: 485.604

Synonyms:

Chemical Property of <3aS<1<1S^*,5R^*,6R^*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <3aS<1<1S^*,5R^*,6R^*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

There total 6 articles about <3aS<1<1S^*,5R^*,6R^*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 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: 39.0%

6-Methyl-3-(phenylmethyl)-3,6-diazabicyclo<3.1.0>hexane-2,4-dione (120566-61-2) + acrylcamphorsultam (94594-91-9) → <3aS<1<1R*,5R*,6R*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (127381-61-7) + <3aS<1<1S*,5R*,6R*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (127470-56-8)

Guidance literature:

In 1,4-dioxane; Irradiation;

DOI:10.1021/jo00300a004

Reference yield:

N-benzylmaleamic acid (15329-69-8) → <3aS<1<1S*,5R*,6R*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (127470-56-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide / CH₂Cl₂ / 20 h / Ambient temperature; or in THF

2: toluene / 18 h / 100 °C

3: 73 percent / toluene / 24 h / Ambient temperature

4: 83 percent / dioxane / 5 h / Irradiation

5: 39 percent / dioxane / Irradiation; repeated portionwise addition of dipolarophile

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; dichloromethane; toluene;

DOI:10.1021/jo00020a035

Reference yield:

benzylamine (100-46-9) → <3aS<1<1S*,5R*,6R*>,3aα,6α,7aβ>>-Hexahydro-8,8-dimethyl-1-<<8-methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>oct-6-yl>carbonyl>-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (127470-56-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 99 percent / diethyl ether / 20 h / Ambient temperature

2: 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide / CH₂Cl₂ / 20 h / Ambient temperature; or in THF

3: toluene / 18 h / 100 °C

4: 73 percent / toluene / 24 h / Ambient temperature

5: 83 percent / dioxane / 5 h / Irradiation

6: 39 percent / dioxane / Irradiation; repeated portionwise addition of dipolarophile

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In 1,4-dioxane; diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo00020a035

upstream raw materials:

6-Methyl-3-(phenylmethyl)-3,6-diazabicyclo<3.1.0>hexane-2,4-dione

acrylcamphorsultam

N-benzylmaleamic acid

1-benzyl-1H-pyrrole-2,5-dione

Downstream raw materials:

(1R-exo)-8-Methyl-2,4-dioxo-3-(phenylmethyl)-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester

(2R)-bornane-10,2-sultam

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