(S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide

Base Information

Chemical Name:(S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide
CAS No.:205648-22-2
Molecular Formula:C₂₅H₃₀N₄O₅
Molecular Weight:466.537
Hs Code.:

Synonyms:(S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide

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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 (S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide

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Technology Process of (S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide

There total 11 articles about (S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide 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:

: 78981-25-6,81587-17-9,85642-13-3
tert-butyl (1S)-2-amino-1-methyl-2-oxoethylcarbamate

: 205648-22-2
(S)-6-(benzyloxy)methyl-2-{2-[1-(tert-butoxycarbonyl)aminoethyl]-5-methyloxazol-4-yl}pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / dirhodium(II) acetate / CHCl₃ / Heating

2: 70 percent / triethylamine; triphenylphosphine; iodine / CH₂Cl₂ / 20 °C

3: 95 percent / aq. LiOH / methanol / 5 h / 20 °C

4: triethylamine / tetrahydrofuran / 0.33 h / 0 °C

5: tetrahydrofuran / 20 °C

6: 85 percent / ammonium acetate / benzene; acetic acid / 24 h / Heating

7: ethanol / 50 °C

8: 0.5 h / 140 °C

9: 92 percent / aq. LiOH / tetrahydrofuran / 20 - 45 °C

10: triethylamine / tetrahydrofuran / 0.83 h / -10 °C

11: 32percent aq. NH₄OH / tetrahydrofuran / 0.75 h / -10 °C

With ammonium acetate; lithium hydroxide; iodine; triethylamine; triphenylphosphine; dirhodium tetraacetate; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; acetic acid; benzene; 1: Condensation / 2: Cyclization / 3: Hydrolysis / 4: Carboxylation / 5: Substitution / 6: Amination / 7: Condensation / 8: Cyclization / 9: Hydrolysis / 10: Carboxylation / 11: Amination;
DOI:10.1021/ja994247b