N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide

Base Information

• Chemical Name: N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide
• CAS No.: 530103-18-5
• Molecular Formula: C₂₉H₂₉N₃O₆
• Molecular Weight: 515.566
• Mol file: 530103-18-5.mol

Synonyms:N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide

Chemical Property of N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide

There total 3 articles about N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide 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: 94.0%

Boc-L-Ser(Bzl)-OBt (129297-17-2) + 1-hydrazino-9,10-anthracenedione (6407-59-6) → N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide (530103-18-5)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1021/jm020525x

Reference yield:

1-chloroanthracene-9,10-dione (82-44-0) → N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide (530103-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / hydrazine*H₂O / pyridine / 3 h / Heating

2: 94 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; NMM / tetrahydrofuran

With 4-methyl-morpholine; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; pyridine;

DOI:10.1016/j.tetlet.2004.04.041

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) → N-tBOC-O-benzyl-L-Ser-1-anthraquinonylhydrazide (530103-18-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / tetrahydrofuran / 0.17 h / 0 °C

2: 94 percent / N-methylmorpholine / tetrahydrofuran / 16 h / 0 - 20 °C

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran;

DOI:10.1021/jm020525x

upstream raw materials:

Boc-L-Ser(Bzl)-OBt

1-hydrazino-9,10-anthracenedione

1-chloroanthracene-9,10-dione

BOC-O-benzyl-L-serine

Downstream raw materials:

N-tBOC-Gly-L-Pro-O-benzyl-L-Ser-1-anthraquinonylhydrazide

Refernces

• 1、 Kim, MeeKyoung,Mao, Qinwen,Davidson, Beverly L.,Wiemer, David F.. "Tripeptide probes for tripeptidyl protease I production via gene transfer". . p. 1603 - 1608. Retrieved 2007/10/03.