(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

Base Information

Chemical Name:(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate
CAS No.:322407-58-9
Molecular Formula:C₂₁H₂₄BrNO₄S
Molecular Weight:466.396
Hs Code.:

Synonyms:(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

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Chemical Property of (1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

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Technology Process of (1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

There total 8 articles about (1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate 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: 96.0%

: 598-21-0
2-Bromoacetyl bromide

: 322407-35-2
(1S,2S)-trans-2-(N-benzenesulfonyl)aminocyclohexanol

: 322407-58-9
(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 5.5h;
DOI:10.1016/S0957-4166(00)00340-2

Reference yield:

: 931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5
(1S,2S)-trans-2-aminocyclohexanol

: 322407-58-9
(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

2: 98 percent / K₂CO₃ / methanol / 1 h / Heating

3: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

4: 90 percent / Et₃N / CH₂Cl₂ / 2.3 h / 0 °C

5: 96 percent / tetrahydrofuran / 5.5 h / 0 °C

With lithium aluminium tetrahydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0957-4166(00)00340-2

Reference yield:

: 286-20-4
cyclohexane-1,2-epoxide

: 322407-58-9
(1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Me₃Al / CH₂Cl₂; hexane / 1 h / 0 °C

1.2: 39 percent / CH₂Cl₂ / 21 h / 0 - 20 °C

2.1: H₂ / 10 percent Pd/C / methanol / 72 h / 20 °C

3.1: 83 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

4.1: 98 percent / K₂CO₃ / methanol / 1 h / Heating

5.1: 90 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

6.1: 90 percent / Et₃N / CH₂Cl₂ / 2.3 h / 0 °C

7.1: 96 percent / tetrahydrofuran / 5.5 h / 0 °C

With lithium aluminium tetrahydride; hydrogen; trimethylaluminum; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1016/S0957-4166(00)00340-2