(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

Base Information

Chemical Name:(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide
CAS No.:1448798-11-5
Molecular Formula:C₂₂H₃₄N₂O₄
Molecular Weight:390.523
Hs Code.:

Synonyms:(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

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Technology Process of (2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

There total 6 articles about (2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide 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: 83.0%

: 1448796-24-4
(3S,4S)-N-cyclohexyl-3-isopropyl-4-(2-methoxyacetamido)-2-oxo-4-phenylbutanamide

: 1448797-34-9
(2S,3S,4S)-N-cyclohexyl-2-hydroxy-3-isopropyl-4-phenyl-4-(methoxyacetamido)butanamide

: 1448798-11-5
(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 3h; Overall yield = 86 %; diastereoselective reaction;
DOI:10.1002/chem.201300023

Reference yield:

: 271600-36-3
N-[phenyl(toluene-4-sulfonyl)methyl]tert-butoxycarboxyamide

: 1448797-34-9
(2S,3S,4S)-N-cyclohexyl-2-hydroxy-3-isopropyl-4-phenyl-4-(methoxyacetamido)butanamide

: 1448798-11-5
(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / tetrahydrofuran / 3 h / 50 °C

2.1: L-proline / acetonitrile / 18 h / 0 °C

3.1: dichloromethane / 20 h / 25 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 25 °C

4.2: 3 h / 25 °C

5.1: Dess-Martin periodane / dichloromethane / 14 h / 25 °C

6.1: L-Selectride / tetrahydrofuran / 3 h / -78 °C

With L-Selectride; caesium carbonate; Dess-Martin periodane; trifluoroacetic acid; L-proline; In tetrahydrofuran; dichloromethane; acetonitrile; 2.1: |Mannich Aminomethylation / 3.1: |Passerini Condensation;
DOI:10.1002/chem.201300023

Reference yield:

: C₂₂H₃₄N₂O₄

: 1448797-34-9
(2S,3S,4S)-N-cyclohexyl-2-hydroxy-3-isopropyl-4-phenyl-4-(methoxyacetamido)butanamide

: 1448798-11-5
(2R,3S,4S)-N-cyclohexyl-3-isopropyl-2-hydroxy-4-(2-methoxyacetamido)-4-phenylbutanamide

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 14 h / 25 °C

2: L-Selectride / tetrahydrofuran / 3 h / -78 °C

With L-Selectride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.201300023