N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide

Base Information

• Chemical Name: N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide
• CAS No.: 329200-91-1
• Molecular Formula: C₃₃H₂₉N₅O₄S₂
• Molecular Weight: 623.756

Synonyms:N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide

Chemical Property of N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide

There total 5 articles about N¹-[(1Z)-N-hydroxyethanimidoyl]-N²-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide 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:

(1Z)-N'-hydroxyethanimidamide hydrochloride + N-[4-(4-nitrophenyl)thiazol-2-yl]-S-trityl-L-cysteine (329015-71-6) → N1-[(1Z)-N-hydroxyethanimidoyl]-N2-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide (329200-91-1)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1021/jm0010623

Reference yield:

S-trityl-L-cysteine (2799-07-7) → N1-[(1Z)-N-hydroxyethanimidoyl]-N2-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide (329200-91-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 6 h / 55 °C

2: HOBT; EDC; Et₃N / dimethylformamide / 14 h / 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0010623

Reference yield:

4-Nitrophenacyl bromide (99-81-0) → N1-[(1Z)-N-hydroxyethanimidoyl]-N2-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]-S-trityl-L-cysteinamide (329200-91-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / acetonitrile / 3 h / 45 °C

2: ethanol / 6 h / 55 °C

3: HOBT; EDC; Et₃N / dimethylformamide / 14 h / 20 °C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0010623

upstream raw materials:

N-[4-(4-nitrophenyl)thiazol-2-yl]-S-trityl-L-cysteine

S-trityl-L-cysteine

4-Nitrophenacyl bromide

trityl chloride

Downstream raw materials:

2-Bromo-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-3-methoxy-6-{(R)-2-(3-methyl-[1,2,4]oxadiazol-5-yl)-2-[4-(4-nitro-phenyl)-thiazol-2-ylamino]-ethylsulfanylmethyl}-benzoic acid methyl ester

(R)-2-(3-Methyl-[1,2,4]oxadiazol-5-yl)-2-[4-(4-nitro-phenyl)-thiazol-2-ylamino]-ethanethiol

N-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)-2-(tritylsulfanyl)ethyl]-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amine

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