(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

Base Information

Chemical Name:(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester
CAS No.:416898-39-0
Molecular Formula:C₂₁H₂₃NO₄
Molecular Weight:353.418
Hs Code.:

Synonyms:(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

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Chemical Property of (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

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Technology Process of (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

There total 5 articles about (2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl 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: 94.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 416898-38-9
(2S,3S)-2-(benzyloxycarbonylamino)-3-methylpent-4-enoic acid

: 416898-39-0
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1039/b108752e

Reference yield:

: 416898-35-6
(S)-1-(tert-butyldimethylsilyl)but-2-yn-1-yl (tert-butoxycarbonyl)glycinate

: 416898-39-0
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / H₂; pyridine / 5percent Pd/CaCO₃ / ethyl acetate / 1 h / 20 °C

2: 97 percent / LDA; ZnCl₂ / tetrahydrofuran / 2 h / -78 - 20 °C

3: 100 percent / aq. HBF₄ / dioxane / 14 h / 65 °C

4: 73 percent / aq. K₂CO₃ / dioxane / 12 h / 0 - 20 °C

5: 94 percent / EDCl; DMAP / CH₂Cl₂ / 4 h / 20 °C

With pyridine; dmap; tetrafluoroboric acid; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc(II) chloride; lithium diisopropyl amide; 5percent Pd/CaCO₃; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; 1: Lindlar reduction;
DOI:10.1039/b108752e

Reference yield:

: 130421-55-5
(2S,3S)-2-amino-3-methyl-4-pentenoic acid

: 416898-39-0
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / aq. K₂CO₃ / dioxane / 12 h / 0 - 20 °C

2: 94 percent / EDCl; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;
DOI:10.1039/b108752e