(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Base Information

Chemical Name:(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one
CAS No.:153463-02-6
Molecular Formula:C₁₄H₁₉N₃O₃S
Molecular Weight:309.389
Hs Code.:

Synonyms:(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

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Chemical Property of (5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

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Technology Process of (5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

There total 6 articles about (5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-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: 52.0%

: (5S,6S)-2,2-Dimethyl-6-{[1-phenyl-meth-(E)-ylidene]-amino}-4-(toluene-4-sulfonyl)-1,4-diaza-bicyclo[3.2.0]heptan-7-one

: 153463-02-6
(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Guidance literature:: With hydrogenchloride; sodium periodate; In tetrahydrofuran; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)87268-9

Reference yield:

: 71254-89-2
1-p-toluenesulfonyl-4,4-dimethyl-Δ²-imidazoline

: 153463-02-6
(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / diethyl ether / 16 h / Irradiation

2: 100 percent / 0.2 N HCl / tetrahydrofuran / 3 h / Ambient temperature

3: 53 percent / 0.2 N HCl, NaIO₄ / tetrahydrofuran / 0.42 h / Ambient temperature

4: 52 percent / 0.2 N HCl, NaIO₄ / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium periodate; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4020(01)87268-9

Reference yield:

: 2305-59-1
4,4-dimethyl-2-imidazoline

: 153463-02-6
(5S,6S)-6-amino-2,2-dimethyl-4-p-toluenesulfonyl-1,4-diazabicyclo<3.2.0>heptan-7-one

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / triethylamine / CH₂Cl₂ / 1.) 0 deg C, 15 min 2.) room temp., overnight

2: 93 percent / diethyl ether / 16 h / Irradiation

3: 100 percent / 0.2 N HCl / tetrahydrofuran / 3 h / Ambient temperature

4: 53 percent / 0.2 N HCl, NaIO₄ / tetrahydrofuran / 0.42 h / Ambient temperature

5: 52 percent / 0.2 N HCl, NaIO₄ / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium periodate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)87268-9