tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate
• CAS No.: 1063685-01-7
• Molecular Formula: C₂₉H₄₀N₂O₇
• Molecular Weight: 528.646

Synonyms:tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property of tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

There total 1 articles about tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate 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%

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-ethoxy-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate (1063685-00-6) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate (1063685-01-7)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at -10 ℃; for 0.75h;

DOI:10.1021/jo8012989

Reference yield: 97.0%

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate (1063685-01-7) + 4-but-1-enylmagnesium bromide (7103-09-5) → tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-oxohept-6-enyl]-2,2-dimethyloxazolidine-3-carboxylate (1151811-04-9)

Guidance literature:

at 0 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1039/b821431j

Reference yield: 89.0%

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(N-methoxy-N-methylamino)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate (1063685-01-7) + (4-(benzyloxy)phenyl)magnesium bromide (120186-59-6) → tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(4-benzyloxyphenyl)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate (1063685-03-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo8012989

upstream raw materials:

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-ethoxy-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-(4-benzyloxyphenyl)-3-oxopropyl]-2,2-dimethyloxazolidine-3-carboxylate

tert-butyl (4R)-4-[(1R,2S)-1,2-bis(benzyloxy)-3-oxohept-6-enyl]-2,2-dimethyloxazolidine-3-carboxylate

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