tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

Base Information

Chemical Name:tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate
CAS No.:903516-32-5
Molecular Formula:C₂₂H₃₅NO₅S
Molecular Weight:425.59
Hs Code.:

Synonyms:tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

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Chemical Property of tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

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Technology Process of tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

There total 6 articles about tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate 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: 77.0%

: 903516-27-8
(5S)-4-aza-5-iso-butyl-1-hydroxy-7-oxa-4-(p-toluenesulfonyl)cycloheptane

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 903516-32-5
tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: With benzoic acid; In toluene; at 90 ℃; for 1h;
DOI:10.1021/jo060495w

Reference yield:

: 316363-73-2
(S)-O-(tert-butyldimethylsilyl)-N-(4-methylbenzenesulfonyl)-leucinol

: 903516-32-5
tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / cesium carbonate / acetonitrile / 144 h / 20 °C

2: 74 percent / HCl; water / tetrahydrofuran / 20 °C

3: 77 percent / benzoic acid / toluene / 1 h / 90 °C

With hydrogenchloride; water; caesium carbonate; benzoic acid; In tetrahydrofuran; toluene; acetonitrile; 3: Wittig reaction;
DOI:10.1021/jo060495w

Reference yield:

: 903516-23-4
(S)-4-aza-5-iso-butyl-6-(tert-butyldimethylsilanyloxy)-4-(p-toluenesulfonyl)hexanal dimethyl acetal

: 903516-32-5
tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / HCl; water / tetrahydrofuran / 20 °C

2: 77 percent / benzoic acid / toluene / 1 h / 90 °C

With hydrogenchloride; water; benzoic acid; In tetrahydrofuran; toluene; 2: Wittig reaction;
DOI:10.1021/jo060495w