methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate

Base Information

• Chemical Name: methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate
• CAS No.: 886208-41-9
• Molecular Formula: C₃₄H₄₃N₇O₉S
• Molecular Weight: 725.823

Synonyms:methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate

Chemical Property of methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate

Chemical Property:

Purity/Quality:

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Technology Process of methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate

There total 1 articles about methyl N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate 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: 73.95%

C20H32N4O5S*ClH + [N4-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid (144564-95-4) → methyl Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate (886208-41-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; for 24h;

DOI:10.1016/j.bmc.2005.11.056

Reference yield: 49.3%

methyl Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate (886208-41-9) → Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginine (886208-42-0)

Guidance literature:

With sodium hydroxide; In methanol; for 0.5h;

DOI:10.1016/j.bmc.2005.11.056

Reference yield:

methyl Nα-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-NG-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-argininate (886208-41-9) → 6'-N-[Nα-[(cytosin-1-yl)acetyl]-L-arginyl]neamine

Guidance literature:

Multi-step reaction with 3 steps

1.1: 49.3 percent / aq. NaOH / methanol / 0.5 h

2.1: WSC*HCl / dimethylformamide / 2 h / cooling

2.2: 3 mg / diethyl ether; dimethylformamide / 21 h

3.1: 1.2 mg / TFA; m-cresol; thioanisol / trimethylsilyl trifluoromethanesulfonate / 3 h

With sodium hydroxide; methyl-phenyl-thioether; WSC*HCl; 3-methyl-phenol; trifluoroacetic acid; trimethylsilyl trifluoromethanesulfonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.056

upstream raw materials:

[N⁴-[(benzyloxy)carbonyl]cytosine-1-yl]acetic acid

Downstream raw materials:

N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginine

6'-N-[N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-L-arginyl]neamine

6'-N-[N^α-[[4-N-(benzyloxycarbonyl)cytosin-1-yl]acetyl]-N^G-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)-D-arginyl]neamine

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