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

Base Information

• Chemical Name: (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2⁽³⁾-ethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one
• CAS No.: 468071-44-5
• Molecular Formula: C₃₉H₄₇N₉O₉
• Molecular Weight: 785.857

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

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

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

There total 2 articles about (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2⁽³⁾-ethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one 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: 36.0%

C20H22N2O4S + (3'S,5RS)-5-[N-(6-amino-3-benzyloxycarbonylaminohexanoyl)-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one hydrochloride → (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2(3)-ethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one (468071-44-5)

Guidance literature:

With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.1021/jm0111191

Reference yield:

rac-1,4,5,6-tetrahydro-5-methylamino-2-ureidopyrimidin-4-one (207570-27-2) → (3'S,5RS)-5-[N-[3-benzyloxycarbonylamino-6-[2,3-di(benzyloxycarbonyl)-2(3)-ethylguanidin-1-yl]hexanoyl]-N-methylamino]-5,6-dihydro-2-ureidopyrimid-4(1H)-one (468071-44-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / EDC; HOBt*H₂O; N,N-diisopropylethylamine / dimethylformamide / 16 h / 20 °C

2: 100 percent / HCl / dioxane / 2.5 h / 20 °C

3: 36 percent / HgCl₂; Et₃N / dimethylformamide / 72 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; mercury dichloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm0111191

upstream raw materials:

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

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