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

Base Information

• Chemical Name: (Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid
• CAS No.: 258497-18-6
• Molecular Formula: C₃₁H₂₉N₃O₅
• Molecular Weight: 523.588
• Mol file: 258497-18-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid 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: 92.0%

(6-tert-butoxycarbonylamino-pyridin-2-yl)-trityloxyimino-acetic acid methyl ester (258497-27-7) → (Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid (258497-18-6)

Guidance literature:

With sodium hydroxide; In isopropyl alcohol;

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

Reference yield:

Pyridine-2,6-dicarboxylic acid (499-83-2) → (Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid (258497-18-6)

Guidance literature:

Multi-step reaction with 9 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

8: 92 percent / aq. NaOH / propan-2-ol

With pyridine; sodium perborate; sodium hydroxide; TEA; diphenyl phosphoryl azide; hydroxylamine; sodium hydride; acetic acid; trifluoroacetic anhydride; trichlorophosphate; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; 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) → (Z)-2-(2-tert-butoxycarbonylaminopyrid-6-yl)-2-(triphenylmethoxyimino)acetic acid (258497-18-6)

Guidance literature:

Multi-step reaction with 6 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

6: 92 percent / aq. NaOH / propan-2-ol

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

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

upstream raw materials:

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

Pyridine-2,6-dicarboxylic acid

methyl 6-tert-butoxycarbonylamino-2-pyridinecarboxylate

6-[(tert-butoxycarbonyl)amino]-2-pyridinecarboxylic acid

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