(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

Base Information

Chemical Name:(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone
CAS No.:468071-35-4
Molecular Formula:C₃₉H₄₇N₉O₉
Molecular Weight:785.857
Hs Code.:

(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

Synonyms:(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

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Chemical Property of (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

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Technology Process of (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

There total 5 articles about (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone 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: 76.0%

: 207570-27-2
rac-1,4,5,6-tetrahydro-5-methylamino-2-ureidopyrimidin-4-one

: 468071-32-1
N^β,N^ω,N^ω'-tris(benzyloxycarbonyl)-N^ε,N^ω-dimethyl-(S)-β-homoarginine

: 468071-35-4
(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm0111191

Reference yield:

: 152120-55-3
N,N-bis(benzyloxycarbonyl)-1H-pyrazole-1-carboxamidine

: 468071-35-4
(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / Et₃N / CH₂Cl₂ / Heating

2: 88 percent / TBAB; K₂CO₃ / acetone / 48 h / 60 °C

3: 95 percent / TFA; Et₃SiH / CH₂Cl₂ / 6 h / 5 - 20 °C

4: 76 percent / HATU; DIPEA / dimethylformamide / 20 °C

With triethylsilane; tetrabutylammomium bromide; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm0111191

Reference yield:

: N^β-benzyloxycarbonyl-N^ε-methyl-(S)-β-lysine tert-butyl ester hydrochloride

: 468071-35-4
(3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2,3-dimethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureido-4(1H)-pyrimidone

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / Et₃N / CH₂Cl₂ / Heating

2: 88 percent / TBAB; K₂CO₃ / acetone / 48 h / 60 °C

3: 95 percent / TFA; Et₃SiH / CH₂Cl₂ / 6 h / 5 - 20 °C

4: 76 percent / HATU; DIPEA / dimethylformamide / 20 °C

With triethylsilane; tetrabutylammomium bromide; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm0111191