(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

Base Information

Chemical Name:(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid
CAS No.:690254-48-9
Molecular Formula:C₁₆H₂₀BrNO₄
Molecular Weight:370.243
Hs Code.:

Synonyms:(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

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Chemical Property of (S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

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Technology Process of (S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

There total 5 articles about (S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid 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: 98.0%

: 690254-47-8
methyl (S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylate

: 690254-48-9
(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.tet.2004.02.005

Reference yield:

: 4133-35-1
6-bromo-2-tetralone

: 690254-48-9
(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / (NH₄)2CO₃ / aq. ethanol / 1 h / Heating

2.1: 95 percent / Ba(OH)2 / H₂O / 36 h / Heating

3.1: 57 percent / SOCl₂ / 3 h / Heating

4.1: L-(+)-mandelic acid / diethyl ether; methanol

4.2: 35 mg / Et₃N / CHCl₃ / 48 h / 20 °C

5.1: 98 percent / aq. LiOH / tetrahydrofuran / 0 - 20 °C

With barium dihydroxide; lithium hydroxide; thionyl chloride; (S)-Mandelic acid; ammonium carbonate; In tetrahydrofuran; methanol; diethyl ether; ethanol; water;
DOI:10.1016/j.tet.2004.02.005

Reference yield:

: 659736-91-1
2-amino-6-bromo-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid

: 690254-48-9
(S)-2-(tert-butyloxycarbonyl)amino-1,2,3,4-tetrahydro-6-bromo-2-naphthalenecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 57 percent / SOCl₂ / 3 h / Heating

2.1: L-(+)-mandelic acid / diethyl ether; methanol

2.2: 35 mg / Et₃N / CHCl₃ / 48 h / 20 °C

3.1: 98 percent / aq. LiOH / tetrahydrofuran / 0 - 20 °C

With lithium hydroxide; thionyl chloride; (S)-Mandelic acid; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/j.tet.2004.02.005