(6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester

Base Information

• Chemical Name: (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester
• CAS No.: 258497-27-7
• Molecular Formula: C₃₂H₃₁N₃O₅
• Molecular Weight: 537.615
• Mol file: 258497-27-7.mol

Synonyms:(6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester

Chemical Property of (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester

There total 8 articles about (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic 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: 84.0%

trityl chloride (76-83-5) + (6-tert-butoxycarbonylamino-pyridin-2-yl)-hydroxyimino-acetic acid methyl ester (258497-26-6) → (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester + (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester (258497-27-7)

Guidance literature:

With TEA;

DOI:10.1016/S0960-894X(00)00603-X

Reference yield:

Pyridine-2,6-dicarboxylic acid (499-83-2) → (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester (258497-27-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 45 percent / (PhO)2PON₃; TEA

2: POCl₃ / dimethylformamide; ethyl acetate

3: 65 percent / NaH / dimethylformamide

4: 85 percent / (CF₃CO)2O; pyridine / CH₂Cl₂

5: 40 percent / NaBO₃; AcOH

6: 100 percent / NH₂OH; pyridine / ethanol

7: TEA

With pyridine; sodium perborate; TEA; diphenyl phosphoryl azide; hydroxylamine; sodium hydride; acetic acid; trifluoroacetic anhydride; trichlorophosphate; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Curtius rearrangement / 5: Pummerer rearrangement;

DOI:10.1016/S0960-894X(00)00603-X

Reference yield:

methyl 6-tert-butoxycarbonylamino-2-pyridinecarboxylate (258497-48-2) → (6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester (258497-27-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 65 percent / NaH / dimethylformamide

2: 85 percent / (CF₃CO)2O; pyridine / CH₂Cl₂

3: 40 percent / NaBO₃; AcOH

4: 100 percent / NH₂OH; pyridine / ethanol

5: TEA

With pyridine; sodium perborate; TEA; hydroxylamine; sodium hydride; acetic acid; trifluoroacetic anhydride; In ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Pummerer rearrangement;

DOI:10.1016/S0960-894X(00)00603-X

upstream raw materials:

trityl chloride

(6-tert-butoxycarbonylamino-pyridin-2-yl)-hydroxyimino-acetic acid methyl ester

Pyridine-2,6-dicarboxylic acid

methyl 6-tert-butoxycarbonylamino-2-pyridinecarboxylate

Downstream raw materials:

3-[4-(2-tert-butoxycarbonylamino-ethylsulfanylmethyl)-[1,2,3]thiadiazol-5-ylsulfanyl]-7-[2-(6-tert-butoxycarbonylamino-pyridin-2-yl)-2-trityloxyimino-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

(Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid