<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate

Base Information

• Chemical Name: <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate
• CAS No.: 144561-89-7
• Molecular Formula: C₁₇H₂₂N₂O₇S
• Molecular Weight: 398.437

Synonyms:<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate

Chemical Property of <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate

There total 3 articles about <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate 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%

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-N-hydroxycarbamate (144561-88-6) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate (144561-89-7)

Guidance literature:

With triethylamine; In diethyl ether; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80472-5

Reference yield:

endo-borneol (464-45-9) → <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate (144561-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / pyridine / diethyl ether; toluene / 4 h / Ambient temperature

2: 98 percent / hydroxylamine hydrochloride, potassium carbonate / diethyl ether; H₂O / 12 h / Ambient temperature

3: 90 percent / Et₃N / diethyl ether / 48 h / Ambient temperature

With pyridine; hydroxylamine hydrochloride; potassium carbonate; triethylamine; In diethyl ether; water; toluene;

DOI:10.1016/S0040-4020(01)80472-5

Reference yield:

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-chloroformate (104528-61-2) → <(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-p-nitrobenzenesulphonoxycarbamate (144561-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / hydroxylamine hydrochloride, potassium carbonate / diethyl ether; H₂O / 12 h / Ambient temperature

2: 90 percent / Et₃N / diethyl ether / 48 h / Ambient temperature

With hydroxylamine hydrochloride; potassium carbonate; triethylamine; In diethyl ether; water;

DOI:10.1016/S0040-4020(01)80472-5

upstream raw materials:

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-N-hydroxycarbamate

4-Nitrobenzenesulfonyl chloride

endo-borneol

<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-chloroformate

Downstream raw materials:

1-(<(1S)-endo>-1,7,7-trimethylbicyclo<2.2.1>heptan-2-oxycarbonyl)-2-(R,S)-phenylaziridine

<(2R,6S)-endo>-N-cinnamoyl-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

<(2R,6S)>-N-((2'S)-benzoylpropionyl)-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

<(2R,6S)>-N-((3'S,4'R,5'R,6'S)-5'-phenylbicyclo<2.2.1>heptene-4'-carbonyl)-5-aza-1,10,10-trimethyl-3-oxatricyclo<5.2.1.0^2,6>decan-4-one

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