N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester

Base Information

• Chemical Name: N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester
• CAS No.: 119255-37-7
• Molecular Formula: C₂₉H₂₇NO₇
• Molecular Weight: 501.536

Synonyms:N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester

Chemical Property of N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester

Chemical Property:

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Technology Process of N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester

There total 1 articles about N^α-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester 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%

2-(bromomethyl)anthraquinone (7598-10-9) + Boc-Tyr-OH (3978-80-1) → Nα-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester (119255-37-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 1.5h; Heating;

DOI:10.1021/jo00300a041

Reference yield: 85.0%

Nα-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester (119255-37-7) + S-4-methylphenyl-O,O-bis(1-benzotriazolyl)phosphorothioate (97204-93-8) → (S)-2-tert-Butoxycarbonylamino-3-[4-(hydroxy-phenylsulfanyl-phosphoryloxy)-phenyl]-propionic acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester (119255-41-3)

Guidance literature:

In pyridine;

Reference yield: 65.0%

(S,S')-diphenylphosphorodithioate (23282-01-1) + Nα-(tert-butoxycarbonyl)tyrosine anthraquinon-2-ylmethylester (119255-37-7) → (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester (119255-38-8)

Guidance literature:

With 2,4,6-triisopropylphenylsulfonyl chloride; In pyridine;

upstream raw materials:

2-(bromomethyl)anthraquinone

Boc-Tyr-OH

Downstream raw materials:

N^α-(tert-butoxycarbonyl)-O-(dimethylphosphono)tyrosine anthraquinon-2-ylmethyl ester

(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester

(S)-2-tert-Butoxycarbonylamino-3-[4-(hydroxy-phenylsulfanyl-phosphoryloxy)-phenyl]-propionic acid 9,10-dioxo-9,10-dihydro-anthracen-2-ylmethyl ester

O-(S,S-Diphenyl)phosphorodithioyl Boc-tyrosine

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