(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

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Chemical Name:(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid
CAS No.:212610-30-5
Molecular Formula:C₁₉H₃₃NO₅
Molecular Weight:355.475
Hs Code.:

Synonyms:(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

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Chemical Property of (2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

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Technology Process of (2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

There total 8 articles about (2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid 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: 100.0%

: 2258-42-6
formyl acetic anhydride

: 212610-28-1
(2R,3S)-3-(2-tetrahydropyranyloxyamino)-2-(cyclohexylmethyl)hexanoic acid

: 212610-30-5
(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

Guidance literature:: With hydrogenchloride; In pyridine;

Reference yield:

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 212610-30-5
(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: DCC / ethyl acetate / 0 - 20 °C

2: pyridine / CH₂Cl₂ / 0 °C

3: K₂CO₃ / acetone / 12 h / Heating

4: aq. NaOH / dioxane / 24 h / 25 °C

5: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; sodium hydroxide; potassium carbonate; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/jm0102654

Reference yield:

: 109053-86-3
methyl (3R)-3-hydroxyhexanoate

: 212610-30-5
(2R,3S)-2-(cyclohexylmethyl)-3-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 45 percent / LDA; DMPU / tetrahydrofuran / -78 - 0 °C

2: aq. LiOH / tetrahydrofuran; methanol / 24 h

3: DCC / ethyl acetate / 0 - 20 °C

4: pyridine / CH₂Cl₂ / 0 °C

5: K₂CO₃ / acetone / 12 h / Heating

6: aq. NaOH / dioxane / 24 h / 25 °C

7: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium hydroxide; potassium carbonate; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; acetone; 1: Frater-Seebach alkylation;
DOI:10.1021/jm0102654