(S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

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Chemical Name:(S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate
CAS No.:1410861-10-7
Molecular Formula:C₁₅H₂₅NO₄
Molecular Weight:285.352
Hs Code.:

Synonyms:(S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

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Chemical Property of (S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

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Technology Process of (S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

There total 2 articles about (S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate 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: 49.0%

: (2S,3S)-3-(tert-butoxycarbonylamino)-2-[(S)-1,2-dideuterocyclohex-2-enyl]-4-methoxy-4-oxobutanoic acid

: 1410861-10-7
(S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

Guidance literature:: (2S,3S)-3-(tert-butoxycarbonylamino)-2-[(S)-1,2-dideuterocyclohex-2-enyl]-4-methoxy-4-oxobutanoic acid; With P,P-dichlorophenylphosphine oxide; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

With 1-hydroxy-2(1H)-pyridinethione; In tetrahydrofuran; at -10 ℃; for 1.5h; Inert atmosphere; Darkness;

With triethyl borane; 2-methylpropan-2-thiol; In tetrahydrofuran; at -10 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol3029548

Reference yield:

: 1410861-46-9
(2S,3S)-2-[(S)-1-(tert-butoxycarbonylamino)-2-methoxy-2-oxoethyl]-3-deutero-3-((E)-1-deuteroprop-1-enyl)oct-7-enoic acid

: 1410861-10-7
(S)-methyl 2-(tert-butoxycarbonylamino)-3-[(R)-1,2-dideuterocyclohex-2-enyl]propanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: P,P-dichlorophenylphosphine oxide; triethylamine / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 1.5 h / -10 °C / Inert atmosphere; Darkness

2.3: 3 h / -10 °C / Inert atmosphere

With Grubbs catalyst first generation; P,P-dichlorophenylphosphine oxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol3029548