t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine

Base Information

• Chemical Name: t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine
• CAS No.: 1363676-09-8
• Molecular Formula: C₃₇H₃₈BrN₇O₆
• Molecular Weight: 756.656

Synonyms:t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine

Chemical Property of t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine

Chemical Property:

Purity/Quality:

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Technology Process of t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine

There total 2 articles about t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-bromo-guanin-9-yl]glycine 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: 95.0%

[O6-benzyl-8-bromo-guanin-9-yl]acetic acid (1363676-06-5) + tert-butyl N-[2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]glycinate hydrochloride (169396-88-7) → t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O6-benzyl-8-bromo-guanin-9-yl]glycine (1363676-09-8)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 4h;

DOI:10.1021/ol3000603

Reference yield:

2-(2-amino-6-(benzyloxy)-9H-purin-9-yl)acetic acid (149411-94-9) → t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O6-benzyl-8-bromo-guanin-9-yl]glycine (1363676-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / ethyl acetate / 1.67 h / 0 - 20 °C

2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; bromine; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ol3000603

Reference yield: 84.0%

t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O6-benzyl-8-bromo-guanin-9-yl]glycine (1363676-09-8) + tri-n-butyl(vinyl)tin (7486-35-3) → t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O6-benzyl-8-vinyl-guanin-9-yl]glycine (1363676-12-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 70 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol3000603

upstream raw materials:

[O₆-benzyl-8-bromo-guanin-9-yl]acetic acid

tert-butyl N-[2-(N-9-fluorenylmethoxycarbonyl)aminoethyl]glycinate hydrochloride

2-(2-amino-6-(benzyloxy)-9H-purin-9-yl)acetic acid

Downstream raw materials:

t-butyl-N-[2-(fluorenylmethoxycarbonyl)aminoethyl]-N-[O₆-benzyl-8-vinyl-guanin-9-yl]glycine

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