(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

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Chemical Name:(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester
CAS No.:181213-41-2
Molecular Formula:C₂₀H₂₄N₆O₆
Molecular Weight:444.447
Hs Code.:

Synonyms:(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

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Chemical Property of (2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

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Technology Process of (2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

There total 7 articles about (2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester 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: 90.0%

: 181213-30-9
(2R,3R)-2,3-Diacetoxy-N-[(S)-1-((S)-1-diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-succinamic acid methyl ester

: 181213-41-2
(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 1.5h;
DOI:10.1016/0968-0896(96)00085-5

Reference yield:

: (S)-2-{(S)-2-Amino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-3-phenyl-propionic acid benzyl ester

: 181213-41-2
(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂ / 3.5 h / 0 - 20 °C

2: diethyl ether / 0 °C

3: 94 percent / 1,4-cyclohexadiene / 10percent Pd/C / methanol / 2.5 h

4: N-methylmorpholine / tetrahydrofuran / 0.08 h / -20 °C

5: diethyl ether / 0.5 h / -20 °C

6: 67 percent / 1-hydroxybenzotriazole / tetrahydrofuran / Ambient temperature

7: 90 percent / K₂CO₃ / methanol / 1.5 h / 0 °C

With 4-methyl-morpholine; cyclohexa-1,4-diene; potassium carbonate; benzotriazol-1-ol; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/0968-0896(96)00085-5

Reference yield:

: 181213-27-4
(2R,3R)-2,3-Diacetoxy-N-{(S)-1-((S)-1-benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-succinamic acid methyl ester

: 181213-41-2
(2R,3R)-N-[(S)-1-((S)-1-Diazomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-2,3-dihydroxy-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / 1,4-cyclohexadiene / 10percent Pd/C / methanol / 2.5 h

2: N-methylmorpholine / tetrahydrofuran / 0.08 h / -20 °C

3: diethyl ether / 0.5 h / -20 °C

4: 67 percent / 1-hydroxybenzotriazole / tetrahydrofuran / Ambient temperature

5: 90 percent / K₂CO₃ / methanol / 1.5 h / 0 °C

With 4-methyl-morpholine; cyclohexa-1,4-diene; potassium carbonate; benzotriazol-1-ol; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1016/0968-0896(96)00085-5