(5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Base Information

• Chemical Name: (5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran
• CAS No.: 141345-41-7
• Molecular Formula: C₁₈H₂₂N₂O₄
• Molecular Weight: 330.384

Synonyms:(5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Chemical Property of (5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

Chemical Property:

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Technology Process of (5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran

There total 4 articles about (5R^*,6R^*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran 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%

1-(benzyloxycarbonyl)-4,4-dimethyl-Δ2-imidazoline (141345-35-9) → (5R*,6R*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran (141345-41-7)

Guidance literature:

In acetonitrile; for 12h; Irradiation;

DOI:10.1021/ja00039a010

Reference yield:

tert-butylisonitrile (119072-55-8,7188-38-7) → (5R*,6R*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran (141345-41-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / silver cyanide / 85 - 90 °C

2: 76 percent / triethylamine / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 90 percent / acetonitrile / 12 h / Irradiation

With silver cyanide; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ja00039a010

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (5R*,6R*)-4-(benzyloxycarbonyl)-2,2-dimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one-6-spiro-2'-tetrahydrofuran (141345-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / triethylamine / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 90 percent / acetonitrile / 12 h / Irradiation

With triethylamine; In dichloromethane; acetonitrile;

DOI:10.1021/ja00039a010

upstream raw materials:

1-(benzyloxycarbonyl)-4,4-dimethyl-Δ²-imidazoline

tert-butylisonitrile

benzyl chloroformate

4,4-dimethyl-2-imidazoline

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