2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Base Information

Chemical Name:2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid
CAS No.:681244-12-2
Molecular Formula:C₂₈H₃₇N₃O₆S
Molecular Weight:543.684
Hs Code.:

Synonyms:2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

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Chemical Property of 2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

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Technology Process of 2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

There total 8 articles about 2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid 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:

: 947-65-9
methyl 2-hydroxy-1-naphthoate

: 681244-12-2
2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / H₂ / Pd/C / methanol; H₂O / 2.5 h / 60 °C / 77572.2 Torr

2: pyridine / CH₂Cl₂ / -20 - 20 °C

3: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

4: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

5: 86 percent / pyridine / 20 °C

6: triethylamine / acetonitrile / 0.42 h / 200 °C / microwave irradiation

With pyridine; hydrogenchloride; palladium diacetate; hydrogen; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; acetonitrile; 3: Buchwald reaction;
DOI:10.1021/jm0601001

Reference yield:

: 681246-78-6
methyl 2-{[(2-fluorophenyl)sulfonyl]amino}-5,6,7,8-tetrahydro-1-naphthalenecarboxylate

: 144222-22-0
tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

: 681244-12-2
2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Guidance literature:: With triethylamine; In acetonitrile; at 200 ℃; for 0.416667h; microwave irradiation;
DOI:10.1021/jm0601001

Reference yield:

: 846540-87-2
2-trifluoromethanesulfonyloxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid methyl ester

: 681244-12-2
2-[({2-[(N-(tert-butoxycarbonylpiperidinyl)methyl)amino]phenyl}sulfonyl)amino]-5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 54.06 g / Cs₂CO₃; Pd(OAc)2; 4,5-bis-diphenylphosphanyl-9,9-dimethyl-9H-xanthene / dioxane / 4 h / 100 °C

2: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

3: 86 percent / pyridine / 20 °C

4: triethylamine / acetonitrile / 0.42 h / 200 °C / microwave irradiation

With hydrogenchloride; palladium diacetate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; pyridine; acetonitrile; 1: Buchwald reaction;
DOI:10.1021/jm0601001