(Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO ACETIC ACID

Base Information

• Chemical Name: (Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO ACETIC ACID
• CAS No.: 68786-47-0
• Molecular Formula: C43H33 N3 O3 S
• Molecular Weight: 671.819
• Mol file: 68786-47-0.mol

Synonyms:4-Thiazoleaceticacid, a-[(triphenylmethoxy)imino]-2-[(triphenylmethyl)amino]-,(Z)-; (Z)-2-(Trityloxyimino)-2-[2-(tritylamino)thiazol-4-yl]acetic acid;(Z)-2-[2-(Tritylamino)thiazol-4-yl]-2-(trityloxyimino)acetic acid

Chemical Property of (Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO ACETIC ACID

Chemical Property:

• Vapor Pressure: 2.08E-29mmHg at 25°C
• Boiling Point: 832.8oC at 760 mmHg
• Flash Point: 457.5oC
• PSA: 112.05000
• Density: 1.19g/cm3
• LogP: 9.41750

Purity/Quality:

95-99% ^*data from raw suppliers

(Z)-2-(2-TRITYLAMINOTHIAZOL-4-YL)-2-TRITYLOXY IMINOACETIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Cefdinir (C242670).

Technology Process of (Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO ACETIC ACID

There total 5 articles about (Z)-2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)-2-METHOXYIMINO 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: 80.0%

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate (69689-86-7) → (Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid (68786-47-0)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 100 ℃;

Reference yield:

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate (64485-82-1) → (Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid (68786-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / 2 h / 20 °C

2: aq. NaOH / dioxane / 2 h / Heating

With sodium hydroxide; triethylamine; In 1,4-dioxane; chloroform;

DOI:10.1016/0040-4020(78)89034-6

Reference yield:

trityl chloride (76-83-5) + 2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetic acid (66338-96-3) → (Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid (68786-47-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 1h;

DOI:10.1016/0040-4020(78)89034-6

upstream raw materials:

trityl chloride

2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetic acid

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Downstream raw materials:

S-(2-benzothiazolyl) 2-(2-triphenylmethylamino-4-thiazolyl)-(Z)-2-(triphenylmethoxyimino)thioacetate

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

Refernces

• 1、 -. "CARBACEPHEM BETA-LACTAM ANTIBIOTICS". Page/Page column 64. . Retrieved 2010/04/06.
• 2、 Pae, Ae Nim,Lee, Jie Eun,Kim, Bo Hyung,Cha, Joo Hwan,Kim, Hea Yeon,Cho, Yong Seo,Choi, Kyung Il,Koh, Hun Yeong,Lee, Eun,Kim, Je Hak. "Structural modifications and biological evaluation of 3-isoxazolylvinylcephalosporins". . p. 5657 - 5665. Retrieved 2007/10/03.