allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

Base Information

Chemical Name:allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate
CAS No.:123151-27-9
Molecular Formula:C₂₅H₃₁N₃O₈S
Molecular Weight:533.602
Hs Code.:

allyl 7β-<<D-α-<<(tert-butyloxy)carbonyl>amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

Synonyms:allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

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Chemical Property of allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

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Technology Process of allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

There total 6 articles about allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate 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: 77.0%

: 20277-69-4
sodium methansulfinate

: 123151-12-2
allyl 7β-<amino>phenylacetyl>amino>-3-<<(trifluoromethyl)sulfonyl>oxy>-1-carba-1-dethia-3-cephem-4-carboxylate

: 123151-27-9
allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: In N,N-dimethyl-formamide; for 15h; Ambient temperature;
DOI:10.1021/jm00131a005

Reference yield:

: 123077-99-6
7β-[(phenoxyacetyl)amino]-3-{[(trifluoromethyl)sulfonyl]oxy}-1-carba-1-dethia-3-cephem-4-carboxylic acid

: 123151-27-9
allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaHCO₃, tetra-n-butylammonium sulfate / 1.) H₂O, 2.) CH₃CN, room temperature, 2 d

3: 1.) chlorodimethoxytriazine, N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 2 h, 2.) CH₂Cl₂, a) 0 deg C -> room temperature, b) room temperature, 2 d

4: 77 percent / dimethylformamide / 15 h / Ambient temperature

With 4-methyl-morpholine; chloro-dimethoxy-triazine; sodium hydrogencarbonate; tetrabutylammonium sulfate; In N,N-dimethyl-formamide;
DOI:10.1021/jm00131a005

Reference yield:

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

: 123151-27-9
allyl 7β-<amino>phenylacetyl>amino>-3-(methylsulfonyl)-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 15.07 g / Zn, 1 N HCl / dimethylformamide; tetrahydrofuran / 4 h / Ambient temperature

2: 1.) NaHCO₃, tetra-n-butylammonium sulfate / 1.) H₂O, 2.) CH₃CN, room temperature, 2 d

4: 1.) chlorodimethoxytriazine, N-methylmorpholine / 1.) CH₂Cl₂, 0 deg C, 2 h, 2.) CH₂Cl₂, a) 0 deg C -> room temperature, b) room temperature, 2 d

5: 77 percent / dimethylformamide / 15 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; chloro-dimethoxy-triazine; sodium hydrogencarbonate; tetrabutylammonium sulfate; zinc; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm00131a005