(5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Base Information

• Chemical Name: (5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one
• CAS No.: 141345-45-1
• Molecular Formula: C₁₅H₂₀N₂O₂
• Molecular Weight: 260.336

Synonyms:(5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Chemical Property of (5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Chemical Property:

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Technology Process of (5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one

There total 4 articles about (5S^*,6R^*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-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: 97.0%

(5R*,6R*)-4-(benzyloxycarbonyl)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one (141345-39-3) → (5S*,6R*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one (141345-45-1)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; for 0.0666667h; under 2327.2 Torr;

DOI:10.1021/ja00039a010

Reference yield:

tert-butylisonitrile (119072-55-8,7188-38-7) → (5S*,6R*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one (141345-45-1)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 72 percent / acetonitrile / 12 h / Irradiation

4: 97 percent / H₂, triethylamine / 5percent Pd/C / methanol / 0.07 h / 2327.2 Torr

With silver cyanide; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/ja00039a010

Reference yield:

1-(benzyloxycarbonyl)-4,4-dimethyl-Δ2-imidazoline (141345-35-9) → (5S*,6R*)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one (141345-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / acetonitrile / 12 h / Irradiation

2: 97 percent / H₂, triethylamine / 5percent Pd/C / methanol / 0.07 h / 2327.2 Torr

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1021/ja00039a010

upstream raw materials:

(5R^*,6R^*)-4-(benzyloxycarbonyl)-6-(benzyloxy)-2,2,6-trimethyl-1,4-diazabicyclo<3.2.0>heptan-7-one

tert-butylisonitrile

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

4,4-dimethyl-2-imidazoline

Downstream raw materials:

(6R^*,13S^*)-3,3,6,10,10,13-hexamethyl-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradeca-7(E),14(E)-diene-5,12-dione

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