1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate

Base Information

• Chemical Name: 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate
• CAS No.: 133445-96-2
• Molecular Formula: C₂₆H₃₇NO₄
• Molecular Weight: 427.584

Synonyms:1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate

Chemical Property of 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate

Chemical Property:

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Technology Process of 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate

There total 2 articles about 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate 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: 81.0%

Methyl cinnamate (103-26-4,1754-62-7) + tert-butyl ((1R,4R)-bornylideneamino)acetate (110269-68-6) → 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate (133445-96-2) + 1-tert-butyl methyl (2R,3R)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate (133445-96-2)

Guidance literature:

With n-butyllithium; tert-butyl alcohol; In tetrahydrofuran; hexane; at -78 ℃; for 18h; Title compound not separated from byproducts;

DOI:10.1021/jo00008a052

Reference yield: 81.0%

Methyl cinnamate (103-26-4,1754-62-7) + tert-butyl ((1R,4R)-bornylideneamino)acetate (110269-68-6) → 1-tert-butyl methyl (2S,3S)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate (133445-96-2) + 1-tert-butyl methyl (2R,3R)-2-<(1R,4R)-bornylideneamino>-3-phenylglutamate (133445-96-2)

Guidance literature:

With n-butyllithium; tert-butyl alcohol; In tetrahydrofuran; hexane; at -78 ℃; for 18h; Title compound not separated from byproducts;

DOI:10.1021/jo00008a052

Reference yield: 82.0%

1-tert-butyl methyl (2R*,3R*)-2-<(1R,4R)-bornylideneamino>-3-phenylglutarate (133445-96-2) → tert-butyl (2R*,3S*)-3-phenyl-5-oxopyrrolidine-2-carboxylate (133445-97-3,133445-98-4)

Guidance literature:

With hydroxylamine; acetic acid; In ethanol; for 2h; Heating;

DOI:10.1021/jo00008a052

upstream raw materials:

Methyl cinnamate

tert-butyl ((1R,4R)-bornylideneamino)acetate

Downstream raw materials:

tert-butyl (2R*,3S*)-3-phenyl-5-oxopyrrolidine-2-carboxylate

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