4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

Base Information

Chemical Name:4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester
CAS No.:288588-49-8
Molecular Formula:C₂₆H₃₂N₄O₆S
Molecular Weight:528.629
Hs Code.:

4-{5-[(2-<i>tert</i>-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

Synonyms:4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

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Chemical Property of 4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

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Technology Process of 4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

There total 6 articles about 4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl 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: 92.0%

: 463-71-8
thiophosgene

: 288588-42-1
4-{5-[(6-amino-2-tert-butoxycarbonylamino-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

: 288588-49-8
4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

Guidance literature:: With potassium carbonate; In chloroform; Heating;
DOI:10.1016/S0040-4039(00)00488-3

Reference yield:

: 33252-28-7
6-chloronicotinonitrile

: 288588-49-8
4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / NaH / dimethylsulfoxide / 120 °C

2: H₂; NH₃ / Pd/C / methanol

3: HOBt; 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide / tetrahydrofuran

4: H₂ / Pd/C

5: 92 percent / K₂CO₃ / CHCl₃ / Heating

With ammonia; hydrogen; sodium hydride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; dimethyl sulfoxide; 1: Substitution / 2: Catalytic hydrogenation / 3: Acylation / 4: Hydrogenolysis / 5: Substitution;
DOI:10.1016/S0040-4039(00)00488-3

Reference yield:

: 99-76-3,156291-94-0
methyl 4-hydroxylbenzoate

: 288588-49-8
4-{5-[(2-tert-butoxycarbonylamino-6-isothiocyanato-hexanoylamino)-methyl]-pyridin-2-yloxy}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / NaH / dimethylsulfoxide / 120 °C

2: H₂; NH₃ / Pd/C / methanol

3: HOBt; 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide / tetrahydrofuran

4: H₂ / Pd/C

5: 92 percent / K₂CO₃ / CHCl₃ / Heating

With ammonia; hydrogen; sodium hydride; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; chloroform; dimethyl sulfoxide; 1: Substitution / 2: Catalytic hydrogenation / 3: Acylation / 4: Hydrogenolysis / 5: Substitution;
DOI:10.1016/S0040-4039(00)00488-3