(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

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Chemical Name:(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate
CAS No.:1309572-14-2
Molecular Formula:C₂₃H₃₈N₂O₆S
Molecular Weight:472.615
Hs Code.:

Synonyms:(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

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Chemical Property of (2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

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Technology Process of (2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

There total 10 articles about (2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate 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: 80.0%

: 1190-73-4
2-(acetylamino)ethanethiol

: 1309572-04-0
(2R,3S)-2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanoic acid

: 1309572-14-2
(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

Guidance literature:: With 1,1'-carbonyldiimidazole; In tetrahydrofuran; Inert atmosphere;
DOI:10.1021/ol201120k

Reference yield:

: C₂₆H₃₅NO₅

: 1309572-14-2
(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 2 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: chromium dichloride; sodium iodide / tetrahydrofuran / 20 °C / Inert atmosphere

3.1: Grubbs catalyst first generation / dichloromethane / 20 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran

6.1: dipyridinium dichromate

7.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / Inert atmosphere

With Grubbs catalyst first generation; chromium dichloride; dipyridinium dichromate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; 1,1'-carbonyldiimidazole; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; toluene; 2.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k

Reference yield:

: C₂₅H₃₃NO₄

: 1309572-14-2
(2R,3S)-S-2-acetamidoethyl 2-(tert-butoxycarbonylamino)-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-(tetrahydro-2H-pyran-2-yloxy)propanethioate

Guidance literature:: Multi-step reaction with 6 steps

1: chromium dichloride; sodium iodide / tetrahydrofuran / 20 °C / Inert atmosphere

2: Grubbs catalyst first generation / dichloromethane / 20 °C / Inert atmosphere

3: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran

5: dipyridinium dichromate

6: 1,1'-carbonyldiimidazole / tetrahydrofuran / Inert atmosphere

With Grubbs catalyst first generation; chromium dichloride; dipyridinium dichromate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 1,1'-carbonyldiimidazole; sodium iodide; In tetrahydrofuran; dichloromethane; 1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k