(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

Base Information

Chemical Name:(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate
CAS No.:1309572-05-1
Molecular Formula:C₁₃H₂₂N₂O₃S
Molecular Weight:288.379
Hs Code.:

Synonyms:(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

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Chemical Property of (2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

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Technology Process of (2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

There total 10 articles about (2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate 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: 82.0%

: 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

: 1309572-05-1
(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;
DOI:10.1021/ol201120k

Reference yield:

: (E)-2,3-dideuteroocta-2,7-dien-1-ol

: 1309572-05-1
(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine; dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

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

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

4: pyridinium p-toluenesulfonate / dichloromethane / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran

6: dipyridinium dichromate

7: 1,1'-carbonyldiimidazole / tetrahydrofuran / Inert atmosphere

8: trifluoroacetic acid / dichloromethane / 1 h

With pyridine; Grubbs catalyst first generation; chromium dichloride; dmap; dipyridinium dichromate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; 2: Nozaki-Hiyama-Kishi reaction;
DOI:10.1021/ol201120k

Reference yield:

: (E)-2,3-dideuteroocta-2,7-dienyl diethyl phosphate

: 1309572-05-1
(2R,3S)-S-2-acetamidoethyl 2-amino-3-((S)-1,2-dideuterocyclohex-2-enyl)-3-hydroxypropanethioate

Guidance literature:: Multi-step reaction with 7 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

7: trifluoroacetic acid / dichloromethane / 1 h

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