(S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester
• CAS No.: 165266-71-7
• Molecular Formula: C₂₁H₂₇N₃O₆
• Molecular Weight: 417.462
• Mol file: 165266-71-7.mol

Synonyms:(S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester

Chemical Property of (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester

There total 5 articles about (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric 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: 55.0%

benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate (95656-97-6) + thymin (65-71-4,28806-14-6,691841-57-3) → (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester (165266-71-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1039/b411545g

Reference yield: 25.0%

benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate (95656-97-6) + thymin (65-71-4,28806-14-6,691841-57-3) → (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester + (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester (165266-71-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; Yields of byproduct given;

DOI:10.1016/0040-4039(95)00052-E

Reference yield:

Boc-Glu-OBn (30924-93-7) → (S)-2-tert-Butoxycarbonylamino-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-butyric acid benzyl ester (165266-71-7)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethylmorpholine / tetrahydrofuran / 0.17 h / -10 °C

2: Et₃N / tetrahydrofuran

3: 81 percent / BrCCl₃ / Irradiation

4: 55 percent / K₂CO₃ / dimethylformamide

With N-ethylmorpholine;; Bromotrichloromethane; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/b411545g

upstream raw materials:

benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate

thymin

Boc-Glu-OBn

(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester