1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

Base Information

Chemical Name:1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate
CAS No.:786709-84-0
Molecular Formula:C₂₈H₄₅NO₆SeSi
Molecular Weight:598.714
Hs Code.:

Synonyms:1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

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Chemical Property of 1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

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Technology Process of 1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

There total 5 articles about 1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate 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: 76.0%

: 105-36-2
ethyl bromoacetate

: 786709-80-6
tert-butyl 3-[(3S,4R)-(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidineacetate

: 786709-84-0
1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

Guidance literature:: tert-butyl 3-[(3S,4R)-(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidineacetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.166667h;

ethyl bromoacetate; In tetrahydrofuran; at -78 - 20 ℃; for 14h;
DOI:10.1039/b409242b

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 786709-84-0
1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilylazide / tetrahydrofuran / 0.17 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 - 20 °C

2.1: lithium hexamethyldisilylazide / tetrahydrofuran / 0.17 h / -78 °C

2.2: 76 percent / tetrahydrofuran / 14 h / -78 - 20 °C

With lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1039/b409242b

Reference yield:

: 1482-82-2
dibenzyl diselenide

: 786709-84-0
1-tert-butyl 4-ethyl [(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidinyl]butanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄ / ethanol

1.2: 86 percent / ethanol / 1 h

2.1: lithium hexamethyldisilylazide / tetrahydrofuran / 0.17 h / -78 °C

2.2: 94 percent / tetrahydrofuran / -78 - 20 °C

3.1: lithium hexamethyldisilylazide / tetrahydrofuran / 0.17 h / -78 °C

3.2: 76 percent / tetrahydrofuran / 14 h / -78 - 20 °C

With sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1039/b409242b