(S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate

Base Information

• Chemical Name: (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate
• CAS No.: 1240521-12-3
• Molecular Formula: C₂₁H₂₃N₅O₃S
• Molecular Weight: 425.511

Synonyms:(S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate

Chemical Property of (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate

Chemical Property:

Purity/Quality:

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Technology Process of (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate

There total 4 articles about (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate 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: 82.6%

2-amino-5-(pyrid-4-yl)-1,3,4-thiadiazole (2002-04-2) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate (1240521-12-3)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate (1240521-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / Reflux

2: pyridine

3: PPA / 100 °C

4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

With pyridine; thionyl chloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate;

DOI:10.1016/j.bmcl.2012.08.015

Reference yield:

4-(chlorocarbonyl)pyridine (14254-57-0) → (S)-tert-butyl 1-oxo-3-phenyl-1-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-ylamino)propan-2-ylcarbamate (1240521-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: PPA / 100 °C

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate

With pyridine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate;

DOI:10.1016/j.bmcl.2012.08.015

upstream raw materials:

2-amino-5-(pyrid-4-yl)-1,3,4-thiadiazole

N-tert-butoxycarbonyl-L-phenylalanine

pyridine-4-carboxylic acid

4-(chlorocarbonyl)pyridine

Downstream raw materials:

(S)-2-amino-3-phenyl-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)propanamide

(S)-3-phenyl-N-(5-(pyridin-4-yl)-1,3,4-thiadiazol-2-yl)-2-(thiazol-4-ylmethylamino)propanamide

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