tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

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Chemical Name:tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate
CAS No.:1239310-96-3
Molecular Formula:C₂₆H₂₉ClN₄O₄S
Molecular Weight:529.06
Hs Code.:

Synonyms:tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

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Chemical Property of tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

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Technology Process of tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

There total 6 articles about tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate 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: 49.0%

: 1239310-95-2
cis-6-(4-tert-butoxycarbonylcyclohexyloxy)nicotinic acid

: 39181-49-2
5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylamine

: 1239310-96-3
tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate;
DOI:10.1016/j.bmcl.2015.11.046

Reference yield:

: 1239310-94-1
ethyl cis-6-(4-tert-butoxycarbonylcyclohexyloxy)nicotinate

: 1239310-96-3
tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / tetrahydrofuran / 16 h / 0 - 20 °C

2: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide; acetonitrile / 114 h / 20 °C

With lithium hydroxide monohydrate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 869193-57-7
trans-4-hydroxycyclohexanecarboxylic acid tert-butyl ester

: 1239310-96-3
tert-butyl cis-4-{5-[5-(3-chlorobenzyl)[1.3.4]thiadiazol-2-ylcarbamoyl]-pyridin-2-yloxy}cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 20 °C

2: lithium hydroxide monohydrate / tetrahydrofuran / 16 h / 0 - 20 °C

3: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / N,N-dimethyl-formamide; acetonitrile / 114 h / 20 °C

With lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;