2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester

Base Information

• Chemical Name: 2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester
• CAS No.: 278595-34-9
• Molecular Formula: C₃₀H₂₇NO₃Se
• Molecular Weight: 528.509
• Mol file: 278595-34-9.mol

Synonyms:2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester

Chemical Property of 2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester

There total 1 articles about 2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl 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: 88.0%

diphenyl diselenide (1666-13-3) + diazodiphenylmethane (908093-98-1) + 3-benzoylamino-dihydro-furan-2-one (13602-48-7) → 2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester (278595-34-9)

Guidance literature:

diphenyl diselenide; 3-benzoylamino-dihydro-furan-2-one; With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 100 ℃; for 1h;

diazodiphenylmethane; In hexane; ethyl acetate; Further stages.;

DOI:10.1021/jo9918091

Reference yield: 90.0%

2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester (278595-34-9) → 2-benzoylamino-but-3-enoic acid benzhydryl ester (278595-35-0)

Guidance literature:

With ozone; In dichloromethane; benzene; for 1h; Heating;

DOI:10.1021/jo9918091

Reference yield:

2-benzoylamino-4-phenylselanyl-butyric acid benzhydryl ester (278595-34-9) → N-benzoyl-L-α-vinylleucine (278595-48-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / O₃ / benzene; CH₂Cl₂; various solvent(s) / 1 h / Heating

2: 96 percent / TFA; anisole / CH₂Cl₂ / 3 h / 20 °C

3: 64 percent / p-TsOH / benzene / Heating

4: 81 percent / LDA; n-BuLi / hexamethylphosphoric acid triamide; hexane; tetrahydrofuran / -78 °C

5: 74 percent / t-BuOK / H₂O; dioxane / 8 h / 105 °C

With n-butyllithium; potassium tert-butylate; toluene-4-sulfonic acid; ozone; methoxybenzene; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; benzene; 1: ozonolysis / 2: Hydrolysis / 3: Esterification / 4: Alkylation / 5: Hydrolysis;

DOI:10.1021/jo9918091

upstream raw materials:

diphenyl diselenide

diazodiphenylmethane

3-benzoylamino-dihydro-furan-2-one

Downstream raw materials:

2-benzoylamino-but-3-enoic acid benzhydryl ester

(2R)-2-benzoylamino-2-benzyl-but-3-enoic acid

2-benzoylamino-but-3-enoic acid

N-benzoyl-L-α-vinylvaline