N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide

Base Information

• Chemical Name: N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide
• CAS No.: 366456-91-9
• Molecular Formula: C₄₇H₄₅N₃O₆S₂
• Molecular Weight: 812.023

Synonyms:N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide

Chemical Property of N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide

Chemical Property:

Purity/Quality:

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Technology Process of N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide

There total 7 articles about N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide 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: 89.0%

N-[4-amino-3-benzoylphenyl]-Nα-tert-butyloxycarbonyl-S-tritylcysteinamide (366456-89-5) + benzenesulfonyl chloride (1939-99-7) → N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-Nα-tert-butyloxycarbonyl-S-tritylcysteinamide (366456-91-9)

Guidance literature:

In toluene; for 2h; Heating;

DOI:10.1021/jm010872r

Reference yield:

N-tert-butyloxycarbonyl-S-trityl-L-cysteine (21947-98-8,87494-13-1) → N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-Nα-tert-butyloxycarbonyl-S-tritylcysteinamide (366456-91-9)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methylmorpholine / dimethylformamide / 0.08 h / -15 °C

2: dimethylformamide / -15 - 20 °C

3: 88 percent / aq. K₂CO₃ / dioxane / 3 h / Heating

4: 89 percent / toluene / 2 h / Heating

With 4-methyl-morpholine; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm010872r

Reference yield:

Boc-Cys(Trt)-OH → N-[3-benzoyl-4-(phenylmethansulfonylamino)phenyl]-Nα-tert-butyloxycarbonyl-S-tritylcysteinamide (366456-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethylformamide / -15 - 20 °C

2: 88 percent / aq. K₂CO₃ / dioxane / 3 h / Heating

3: 89 percent / toluene / 2 h / Heating

With potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm010872r

upstream raw materials:

N-[4-amino-3-benzoylphenyl]-N^α-tert-butyloxycarbonyl-S-tritylcysteinamide

benzenesulfonyl chloride

N-tert-butyloxycarbonyl-S-trityl-L-cysteine

2-amino-5-nitrobenzophenone

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