N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester
• CAS No.: 1043926-51-7
• Molecular Formula: C₂₈H₂₆BN₃O₄
• Molecular Weight: 478.532

Synonyms:N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester

Chemical Property of N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester

Chemical Property:

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Technology Process of N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester

There total 1 articles about N^α-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester 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: 78.4%

4-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]iodobenzene (1043926-50-6) + methyl N-((benzyloxy)carbonyl)-3-iodo-L-alaninate (56877-38-4) → Nα-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester (1043926-51-7)

Guidance literature:

methyl N-((benzyloxy)carbonyl)-3-iodo-L-alaninate; With chloro-trimethyl-silane; ethylene dibromide; zinc; In N,N-dimethyl-formamide; at 35 ℃; for 1.5h;

4-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]iodobenzene; With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Further stages.;

DOI:10.1016/j.tetlet.2008.05.108

Reference yield: 94.6%

Nα-benzyloxycarbonyl-p-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]-L-phenylalanine methyl ester (1043926-51-7) → Nα-benzyloxycarbonyl-p-(10B)borono-L-phenylalanine methyl ester (1043926-52-8)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.05.108

upstream raw materials:

4-[2,3-dihydro-1H-naphtho[1,8-de]-1,3-diaza-2-(10B)borinyl]iodobenzene

methyl N-((benzyloxy)carbonyl)-3-iodo-L-alaninate

Downstream raw materials:

N^α-benzyloxycarbonyl-p-(10B)borono-L-phenylalanine methyl ester

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