4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate

Base Information

• Chemical Name: 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate
• CAS No.: 515871-98-4
• Molecular Formula: C₃₅H₃₉F₃N₄O₈
• Molecular Weight: 700.712

Synonyms:4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate

Chemical Property of 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate

Chemical Property:

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Technology Process of 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate

There total 4 articles about 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate 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: 73.0%

4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenol (226087-02-1) + 2-benzyl-2-benzyloxycarbonylamino-3,3,3-trifluoro-propionic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester → 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate (515871-98-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 2.58333h;

DOI:10.1021/jo020613p

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate (515871-98-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dioxane / 24 h / 20 °C / pH 7.0

2: tetrahydrofuran / 20 °C

3: 73 percent / n-butyllithium / tetrahydrofuran; hexane / 2.58 h / 20 °C

With n-butyllithium; In tetrahydrofuran; 1,4-dioxane; hexane;

DOI:10.1021/jo020613p

Reference yield:

N-(benzyloxycarbonyl)-α-(trifluoromethyl)phenylalanine (139520-45-9) → 4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenyl N-(benzyloxycarbonyl)-α-(trifluoromethyl)-D,L-phenylalaninate (515871-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DIC / tetrahydrofuran / 0.5 h / 20 °C

2: 73 percent / n-butyllithium / tetrahydrofuran; hexane / 2.58 h / 20 °C

With n-butyllithium; dacarbazine; In tetrahydrofuran; hexane;

DOI:10.1021/jo020613p

upstream raw materials:

4-[N',N''-bis(tert-butyloxycarbonyl)guanidino]phenol

di-tert-butyl dicarbonate

N-(benzyloxycarbonyl)-α-(trifluoromethyl)phenylalanine

N,N'-bis-Boc-S-methyl-isothiourea

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