6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

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Chemical Name:6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester
CAS No.:869586-25-4
Molecular Formula:C₂₄H₂₈BrN₃O₈S₂
Molecular Weight:630.538
Hs Code.:

Synonyms:6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

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Technology Process of 6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

There total 7 articles about 6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl 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:

: 5-bromo-2-iodo-4-methoxyaniline

: 869586-25-4
6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 0 °C

2: 5.65 g / PPh₃; DEAD / benzene; toluene / 5 - 20 °C

3: 66 percent / Pd(OAc)2; benzyltriethylammonium chloride; Et₃N / dimethylformamide / 0.5 h / 80 °C

4: 100 percent / DMAP / CH₂Cl₂ / 0.33 h / 20 °C

5: 97 percent / CSA / methanol / 0.5 h / 20 °C

6: 100 percent / PPh₃; DEAD / benzene; toluene / 0.25 h / 20 °C

With pyridine; dmap; palladium diacetate; camphor-10-sulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 2: Mitsunobu reaction / 3: Heck reaction / 6: Mitsunobu reaction;
DOI:10.1021/ja055832h

Reference yield:

: 1361021-39-7
1-bromo-4-iodo-2-methoxy-5-nitrobenzene

: 869586-25-4
6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Fe; FeCl₂; aq. HCl / ethanol / 2 h / 80 °C

2: pyridine / CH₂Cl₂ / 0 °C

3: 5.65 g / PPh₃; DEAD / benzene; toluene / 5 - 20 °C

4: 66 percent / Pd(OAc)2; benzyltriethylammonium chloride; Et₃N / dimethylformamide / 0.5 h / 80 °C

5: 100 percent / DMAP / CH₂Cl₂ / 0.33 h / 20 °C

6: 97 percent / CSA / methanol / 0.5 h / 20 °C

7: 100 percent / PPh₃; DEAD / benzene; toluene / 0.25 h / 20 °C

With pyridine; hydrogenchloride; dmap; palladium diacetate; camphor-10-sulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; iron; triethylamine; triphenylphosphine; iron(II) chloride; diethylazodicarboxylate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 3: Mitsunobu reaction / 4: Heck reaction / 7: Mitsunobu reaction;
DOI:10.1021/ja055832h

Reference yield:

: 869585-95-5
N-(5-bromo-2-iodo-4-methoxyphenyl)-2,2,2-trifluoroacetamide

: 869586-25-4
6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 5.65 g / PPh₃; DEAD / benzene; toluene / 5 - 20 °C

2: 66 percent / Pd(OAc)2; benzyltriethylammonium chloride; Et₃N / dimethylformamide / 0.5 h / 80 °C

3: 100 percent / DMAP / CH₂Cl₂ / 0.33 h / 20 °C

4: 97 percent / CSA / methanol / 0.5 h / 20 °C

5: 100 percent / PPh₃; DEAD / benzene; toluene / 0.25 h / 20 °C

With dmap; palladium diacetate; camphor-10-sulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 1: Mitsunobu reaction / 2: Heck reaction / 5: Mitsunobu reaction;
DOI:10.1021/ja055832h