(2R)-benzyl 2--4-cyanobutanoate

Base Information

Chemical Name:(2R)-benzyl 2--4-cyanobutanoate
CAS No.:128753-67-3
Molecular Formula:C₃₀H₄₀N₄O₁₂
Molecular Weight:648.667
Hs Code.:

(2R)-benzyl 2-<N-(2'-N-acetyl-4',6'-di-O-acetylmuramyl-L-alanyl)amino>-4-cyanobutanoate

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Chemical Property of (2R)-benzyl 2--4-cyanobutanoate

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Technology Process of (2R)-benzyl 2--4-cyanobutanoate

There total 9 articles about (2R)-benzyl 2--4-cyanobutanoate 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:

: 10036-64-3
N-acetyl-D-glucosamine

: 128753-67-3,128820-77-9
(2R)-benzyl 2--4-cyanobutanoate

Guidance literature:: Multi-step reaction with 5 steps

2: 83 percent / NaH / tetrahydrofuran / 18 h / Heating

3: 66 percent / N-methylmorpholine, hydroxybenzotriazole, <(diisopropyl)ethyl>carbodiimide hydrochloride / CH₂Cl₂ / 18 h / Ambient temperature

4: 2) pyridine / 1) EtOH, H₂O, HOAc, reflux, 6 h, 2) 80 deg C, 18 h

5: 1) (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2) NaHCO₃, I₂ / 1) THF, reflux, 6 h, 2) THF, water, 10 min

With 4-methyl-morpholine; pyridine; <(diisopropyl)ethyl>carbodiimide hydrochloride; (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate; hydrogen; iodine; sodium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00303a028

Reference yield:

: 61348-28-5
(2R)-5-amino-2-(tert-butoxycarbonylamino)-5-oxo-pentanoic acid

: 128753-67-3,128820-77-9
(2R)-benzyl 2--4-cyanobutanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 85.6 percent / NaHCO₃ / dimethylformamide / 18 h / 60 °C

2: 1) HCl, 2) N-methylmorpholine, N-hydroxybenzotriazole, <(dimethylamino)propyl>ethylcarbodiimide hydrochloride / 1) dioxane, ice bath, 15 min, 2) CH₂Cl₂, RT, 19 h

3: HCl / dioxane / 1 h / Ambient temperature

4: 66 percent / N-methylmorpholine, hydroxybenzotriazole, <(diisopropyl)ethyl>carbodiimide hydrochloride / CH₂Cl₂ / 18 h / Ambient temperature

5: 2) pyridine / 1) EtOH, H₂O, HOAc, reflux, 6 h, 2) 80 deg C, 18 h

6: 1) (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2) NaHCO₃, I₂ / 1) THF, reflux, 6 h, 2) THF, water, 10 min

With 4-methyl-morpholine; pyridine; hydrogenchloride; <(diisopropyl)ethyl>carbodiimide hydrochloride; (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate; hydrogen; iodine; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00303a028

Reference yield:

: 59524-68-4
(R)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-4-carbamoyl-butyric acid benzyl ester

: 128753-67-3,128820-77-9
(2R)-benzyl 2--4-cyanobutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: HCl / dioxane / 1 h / Ambient temperature

2: 66 percent / N-methylmorpholine, hydroxybenzotriazole, <(diisopropyl)ethyl>carbodiimide hydrochloride / CH₂Cl₂ / 18 h / Ambient temperature

3: 2) pyridine / 1) EtOH, H₂O, HOAc, reflux, 6 h, 2) 80 deg C, 18 h

4: 1) (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2) NaHCO₃, I₂ / 1) THF, reflux, 6 h, 2) THF, water, 10 min

With 4-methyl-morpholine; pyridine; hydrogenchloride; <(diisopropyl)ethyl>carbodiimide hydrochloride; (1,5-cyclooctadiene)bis(methyldiphenylphosphine)iridium hexafluorophosphate; hydrogen; iodine; sodium hydrogencarbonate; benzotriazol-1-ol; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jo00303a028