benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

Base Information

Chemical Name:benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate
CAS No.:147600-22-4
Molecular Formula:C₄₃H₄₀N₂O₁₀S
Molecular Weight:776.864
Hs Code.:

Synonyms:benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

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Chemical Property of benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

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Technology Process of benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

There total 13 articles about benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate 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%

: 147600-23-5
benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate 1β-oxide

: 147600-22-4
benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

Guidance literature:: With phosphorus tribromide; In N,N-dimethyl-formamide; at -7 ℃; for 0.5h;

Reference yield:

: 98-88-4
benzoyl chloride

: 147600-22-4
benzyl 6β-<(1'S,2'R,3'S,4'S)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / pyridine, DMAP / CHCl₃ / 24 h

2: 89 percent / H₂ / 10percent Pd-C / ethyl acetate / 14 h

3: (COCl)2, DMF / CH₂Cl₂ / ice-NaCl bath to r.t.

4: DMAP / CHCl₃ / 1.5 h

5: 80 percent / PBr₃ / dimethylformamide / 0.5 h / -7 °C

With pyridine; dmap; oxalyl dichloride; hydrogen; phosphorus tribromide; N,N-dimethyl-formamide; palladium on activated charcoal; In dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 98-88-4
benzoyl chloride

: 147490-51-5,147600-22-4
benzyl 6β-<(1R*,2S*,3R*,4R*)-2',3'-dibenzoyloxy-4'-(benzoyloxymethyl)cyclopentane-1'-carboxamido>penicillanate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / pyridine, DMAP / CHCl₃ / 24 h

2: 89 percent / H₂ / 10percent Pd-C / ethyl acetate / 14 h

3: (COCl)2, DMF / CH₂Cl₂ / ice-NaCl bath to r.t.

4: DMAP / CH₂Cl₂ / 1 h

With pyridine; dmap; oxalyl dichloride; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In dichloromethane; chloroform; ethyl acetate;