2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester
• CAS No.: 1421947-21-8
• Molecular Formula: C₂₁H₂₃I₂NO₄
• Molecular Weight: 607.227

Synonyms:2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester

Chemical Property of 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester

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Technology Process of 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester

There total 2 articles about 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl 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: 82.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1-bromomethyl-2,3-diiodobenzene (1421947-17-2) → 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester (1421947-21-8)

Guidance literature:

With potassium carbonate; In acetone; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.12.064

Reference yield:

3-Methyl-1,2-diiodobenzene (1608-48-6) → 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester (1421947-21-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / Inert atmosphere; Reflux

2: potassium carbonate / acetone / 0.5 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; potassium carbonate; dibenzoyl peroxide; In tetrachloromethane; acetone;

DOI:10.1016/j.tet.2012.12.064

Reference yield: 55.0%

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) + 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2,3-diiodo-benzyl ester (1421947-21-8) → 2-tert-butoxycarbonylamino-3-phenyl-propionic acid 2-iodo-3-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-benzyl ester (1421947-25-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tet.2012.12.064

upstream raw materials:

3-Methyl-1,2-diiodobenzene

N-tert-butoxycarbonyl-L-phenylalanine

1-bromomethyl-2,3-diiodobenzene

Downstream raw materials:

C₄₇H₅₀N₂O₈S

2-tert-butoxycarbonylamino-3-phenyl-propionic acid 3-(3-hydroxy-prop-1-ynyl)-2-{4-phenyl-3-[(toluene-4-sulfonylamino)-methyl]-but-3-en-1-ynyl}-benzyl ester

C₄₃H₄₄N₂O₉S₂

C₄₂H₄₀N₂O₆S

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