7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

Base Information

Chemical Name:7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid
CAS No.:159267-59-1
Molecular Formula:C₃₄H₅₁N₃O₇SSi₂
Molecular Weight:702.032
Hs Code.:

Synonyms:7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

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Chemical Property of 7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

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Technology Process of 7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

There total 9 articles about 7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic 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: 82.0%

: 159267-58-0
p-nitrobenzyl 7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylate

: 159267-59-1
7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; for 1.33333h;
DOI:10.7164/antibiotics.47.1052

Reference yield:

: 108493-71-6
p-nitrobenzyl (7S,6R)-7-(phenoxyacetamido)-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylate

: 159267-59-1
7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / LiCl / dichloropalladium(II) diacetonitrilate / dimethylformamide / 1 h / Ambient temperature

2: 1.0M Br₂, 2,6-lutidine / CH₂Cl₂; CCl₄

3: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

4: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

5: 100 percent / H₂O, AcOH / acetonitrile / 2 h

6: 91 percent / propan-2-ol; 1,1,2-trichloro-ethane / 3 h / 65 °C

7: 320 mg / imidazole / dimethylformamide / 48 h

8: 82 percent / Zn, AcOH / dimethylformamide; tetrahydrofuran / 1.33 h

With 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium hydroxide; water; bromine; acetic acid; lithium chloride; zinc; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; tetrachloromethane; dichloromethane; 1,1,2-trichloroethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.7164/antibiotics.47.1052

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 159267-59-1
7β-t-butoxycarbonylamino-1-carba(1-dethia)-3-<2-<3,4-di(t-butyldimethylsilyloxy)phenyl>thiazol-4-yl>-3-cephem-4-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 87 percent / 1.0M LiOH / tetrahydrofuran / 0.5 h / ultrasonic irradiation

3: 100 percent / H₂O, AcOH / acetonitrile / 2 h

4: 91 percent / propan-2-ol; 1,1,2-trichloro-ethane / 3 h / 65 °C

5: 320 mg / imidazole / dimethylformamide / 48 h

6: 82 percent / Zn, AcOH / dimethylformamide; tetrahydrofuran / 1.33 h

With 1H-imidazole; dmap; lithium hydroxide; water; acetic acid; zinc; In tetrahydrofuran; dichloromethane; 1,1,2-trichloroethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.7164/antibiotics.47.1052