2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid benzyl ester

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid benzyl ester
• CAS No.: 244280-46-4
• Molecular Formula: C₂₀H₂₅N₃O₆
• Molecular Weight: 403.435
• Mol file: 244280-46-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic 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: 68.0%

(R)-N-(tert-butoxycarbonyl)-3-iodoalanine benzyl ester (108957-20-6) + N-3-benzoylthymine (4330-20-5) → 3-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylaminopropionic acid benzyl ester (573717-49-4) + 2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid benzyl ester (244280-46-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/jhet.5570430445

Reference yield: 35.0%

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one (98541-64-1) + benzyl bromide (100-39-0) + thymin (65-71-4,28806-14-6,691841-57-3) → 2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid benzyl ester (244280-46-4) + 3-(3-benzyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester + 3-[3-(2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-5-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Guidance literature:

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one; thymin; With lithium hydride; In N,N-dimethyl-formamide;

benzyl bromide; With caesium carbonate; In N,N-dimethyl-formamide; pH=7;

DOI:10.1080/07328319908044779

Reference yield:

N-tert-butoxycarbonyl-L-serine benzyl ester (59524-02-6) → 2-tert-butoxycarbonylamino-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)propionic acid benzyl ester (244280-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / -10 °C

2: NaI / acetone

3: 11 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

With pyridine; potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; acetone;

DOI:10.1002/jhet.5570430445

upstream raw materials:

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one

benzyl bromide

thymin

(R)-N-(tert-butoxycarbonyl)-3-iodoalanine benzyl ester

Downstream raw materials:

2-{2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-acetylamino}-3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid benzyl ester