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

Base Information

Chemical Name:tert-butyl 3-[(3S,4R)-(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidineacetate
CAS No.:786709-80-6
Molecular Formula:C₂₄H₃₉NO₄SeSi
Molecular Weight:512.623
Hs Code.:

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

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

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

There total 3 articles about tert-butyl 3-[(3S,4R)-(R)-tert-butyldimethylsilyloxyethyl]-2-oxo-4-[(phenylmethyl)seleno]-1-azetidineacetate 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: 94.0%

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

: 786709-79-3
(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-4-[(phenylmethyl)seleno]-2-azetidinone

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

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

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1039/b409242b

Reference yield:

: 1482-82-2
dibenzyl diselenide

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

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

Guidance literature:: Multi-step reaction with 2 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

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