tert-butyl 3-cyanomorpholine-4-carboxylate

Base Information

• Chemical Name: tert-butyl 3-cyanomorpholine-4-carboxylate
• CAS No.: 518047-40-0
• Molecular Formula: C₁₀H₁₆N₂O₃
• Molecular Weight: 212.249
• Hs Code.: 2934999090
• Mol file: 518047-40-0.mol

Synonyms:N-Boc-3-Cyanomorpholine;BH069;tert-butyl 3-cyano-4-morpholinecarboxylate;N-Boc-3-cyanomorpholine;AB3363;4-Boc-3-cyanomorpholine;

Chemical Property of tert-butyl 3-cyanomorpholine-4-carboxylate

Chemical Property:

• Melting Point: 100-101ºC
• Boiling Point: 340ºC
• Flash Point: 160ºC
• PSA: 62.56000
• Density: 1.13
• LogP: 1.08378
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-Cyanomorpholine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 3-Cyanomorpholine-4-carboxylate is used as a reactant for the synthesis of HIV integrase inhibitors.

Technology Process of tert-butyl 3-cyanomorpholine-4-carboxylate

There total 7 articles about tert-butyl 3-cyanomorpholine-4-carboxylate 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: 98.0%

tert-butyl 3-(aminocarbonyl)morpholine 4-carboxylate (518047-39-7,1476028-20-2,1476028-21-3) → tert-butyl 3-cyanomorpholine-4-carboxylate (518047-40-0,1257856-86-2)

Guidance literature:

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; acetonitrile; at 0 - 20 ℃; for 0.833333h;

Reference yield: 82.0%

di-tert-butyl dicarbonate (24424-99-5) + morpholine-3-carbonitrile (97039-63-9) → tert-butyl 3-cyanomorpholine-4-carboxylate (518047-40-0,1257856-86-2)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/jm0704705

Reference yield: 71.0%

P-toluenesulfonyl cyanide (19158-51-1) + morpholine-4-carboxylic acid tert-butyl ester (220199-85-9) → tert-butyl 3-cyanomorpholine-4-carboxylate (518047-40-0,1257856-86-2)

Guidance literature:

With [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)₂(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF₆; (S)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; potassium carbonate; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/chem.201801746

upstream raw materials:

tert-butyl 3-(aminocarbonyl)morpholine 4-carboxylate

di-tert-butyl dicarbonate

morpholine-3-carbonitrile

4-(tert-butoxycarbonyl)morpholine-3-carboxylic acid

Downstream raw materials:

tert-butyl 3-[amino(hydroxyimino)methyl]morpholine-4-carboxylate

tert-butyl 3-[amino(hydroxyimino)methyl]morpholine-4-carboxylate

tert‐butyl N‐[(morpholin‐3‐yl)methyl]carbamate

morpholine-3-carboxylic acid hydrochloride

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