4-(tert-butoxycarbonylamino)but-2-ynyl benzoate

Base Information

• Chemical Name: 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate
• CAS No.: 917365-40-3
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 917365-40-3.mol

Synonyms:4-(tert-butoxycarbonylamino)but-2-ynyl benzoate

Chemical Property of 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate

There total 4 articles about 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate 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: 93.0%

benzoyl chloride (98-88-4) + 1-(tert-butoxycarbonylamino)-4-hydroxy-2-butyne (214749-90-3) → 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate (917365-40-3)

Guidance literature:

With pyridine; for 3h;

DOI:10.1021/ja065724a

Reference yield: 5.891%

benzoic acid anhydride (93-97-0) + 1-(tert-butoxycarbonylamino)-4-hydroxy-2-butyne (214749-90-3) → 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate (917365-40-3)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 23 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04219

Reference yield:

4-(N-(tert-butoxycarbonyl)-2-nitrophenylsulfonamido)but-2-ynyl benzoate (917365-39-0) → 4-(tert-butoxycarbonylamino)but-2-ynyl benzoate (917365-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thioglycolic acid; LiOH / dimethylformamide / 2 h

1.2: 66 percent / methanol; dimethylformamide / 0.75 h

2.1: 93 percent / pyridine / 3 h

With pyridine; lithium hydroxide; mercaptoacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/ja065724a

upstream raw materials:

benzoyl chloride

1-(tert-butoxycarbonylamino)-4-hydroxy-2-butyne

4-(N-(tert-butoxycarbonyl)-2-nitrophenylsulfonamido)but-2-ynyl benzoate

N-(tert-butoxycarbonyl)-2-nitrobenzenesulfonamide

Downstream raw materials:

C₂₆H₂₉BrN₂O₆S

C₂₆H₂₉BrN₂O₆S

C₂₆H₂₉BrN₂O₆S

C₂₆H₂₇BrN₂O₆S

Refernces

• 1、 Spiegel, David A.,Schroeder, Frank C.,Duvall, Jeremy R.,Schreiber, Stuart L.. "An oligomer-based approach to skeletal diversity in small-molecule synthesis". . p. 14766 - 14767. Retrieved 2008/02/09.