(Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid

Base Information

• Chemical Name: (Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid
• CAS No.: 140128-20-7
• Molecular Formula: C29H27N3O5S
• Molecular Weight: 529.616
• DSSTox Substance ID: DTXSID80440228
• Mol file: 140128-20-7.mol

Synonyms:140128-20-7;(Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid;(2Z)-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]-2-trityloxyiminoacetic acid;SCHEMBL2877170;SCHEMBL2877172;DTXSID80440228;(Z)-2-(2-BOC-aminothiazole-4-yl-)-2-trityloxyimino acetic acid;AKOS015911474;AC-18995;BATT:(Z)-2-(2-BOC-aminothiazole-4-yl-)-2-trityloxyimino acetic acid;(2Z)-{2-[(tert-Butoxycarbonyl)amino]-1,3-thiazol-4-yl}[(triphenylmethoxy)imino]acetic acid

Chemical Property of (Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid

Chemical Property:

• Refractive Index: 1.615
• PSA: 138.35000
• Density: 1.242 g/cm³
• LogP: 6.36050
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 529.16714214
• Heavy Atom Count: 38
• Complexity: 781

Purity/Quality:

98% ^*data from raw suppliers

(Z)-2-(2-Boc-aminothiazole-4-yl)-2-trityloxyimino aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=NC(=CS1)C(=NOC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)NC1=NC(=CS1)/C(=N/OC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)/C(=O)O

Technology Process of (Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic acid

There total 4 articles about (Z)-2-(2-Boc-aminothiazole-4-yl-)-2-trityloxyiminoacetic 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:

di-tert-butyl dicarbonate (24424-99-5) → 2-(2-t-butoxycarbonylamino-4-thiazolyl)-2-triphenylmethoxyiminoacetic acid (140128-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂

2: aq. NaOH / ethanol

3: K₂CO₃ / dimethylformamide

With dmap; sodium hydroxide; potassium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis / 3: tritylation;

DOI:10.1016/S0960-894X(00)00425-X

Reference yield:

(2-tert-butoxycarbonylamino-thiazol-4-yl)-hydroxyimino-acetic acid ethyl ester (186091-52-1) → 2-(2-t-butoxycarbonylamino-4-thiazolyl)-2-triphenylmethoxyiminoacetic acid (140128-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / ethanol

2: K₂CO₃ / dimethylformamide

With sodium hydroxide; potassium carbonate; In ethanol; N,N-dimethyl-formamide; 1: Hydrolysis / 2: tritylation;

DOI:10.1016/S0960-894X(00)00425-X

Reference yield:

(2-Amino-thiazol-4-yl)-[(Z)-hydroxyimino]-acetic acid ethyl ester; hydrochloride → 2-(2-t-butoxycarbonylamino-4-thiazolyl)-2-triphenylmethoxyiminoacetic acid (140128-20-7)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂

2: aq. NaOH / ethanol

3: K₂CO₃ / dimethylformamide

With dmap; sodium hydroxide; potassium carbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis / 3: tritylation;

DOI:10.1016/S0960-894X(00)00425-X

upstream raw materials:

trityl chloride

(2-tert-butoxycarbonylamino-thiazol-4-yl)-hydroxyimino-acetic acid

di-tert-butyl dicarbonate

(2-tert-butoxycarbonylamino-thiazol-4-yl)-hydroxyimino-acetic acid ethyl ester

Downstream raw materials:

(6R,7R)-3-Acetylsulfanyl-7-{2-(2-tert-butoxycarbonylamino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester