(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

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Chemical Name:(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone
CAS No.:786709-89-5
Molecular Formula:C₂₅H₃₄INO₂SeSi
Molecular Weight:614.5
Hs Code.:

Synonyms:(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

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Chemical Property of (3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

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Technology Process of (3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

There total 3 articles about (3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone 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%

: 40400-13-3
2-Iodobenzyl bromide

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

: 786709-89-5
(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

Guidance literature:: (3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-4-[(phenylmethyl)seleno]-2-azetidinone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

2-Iodobenzyl bromide; In tetrahydrofuran; for 4h;
DOI:10.1039/b409242b

Reference yield:

: 1482-82-2
dibenzyl diselenide

: 786709-89-5
(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaBH₄ / ethanol

1.2: 86 percent / ethanol / 1 h

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.25 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 4 h

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

: 786709-89-5
(3S,4R)-3-[(R)-tert-butyldimethylsilyloxyethyl]-1-[(2-iodophenyl)methyl]-4-[(phenylmethyl)seleno]-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaBH₄ / ethanol

1.2: 86 percent / ethanol / 1 h

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.25 h / -78 °C

2.2: 96 percent / tetrahydrofuran / 4 h

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