diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate
CAS No.:106163-01-3
Molecular Formula:C₃₁H₂₉N₃O₈
Molecular Weight:571.587
Hs Code.:

Synonyms:diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

There total 7 articles about diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-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: 74.0%

: 106163-00-2
(2S,3S,6R,7R)-3-Chloro-7-methoxy-8-oxo-7-phenylacetylamino-3-(2,2,2-trichloro-acetylcarbamoyloxymethyl)-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

: 106163-01-3
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; at -50 ℃; for 6.5h;
DOI:10.1021/jm00386a013

Reference yield:

: 68402-81-3
diphenylmethyl 7β-benzamido-7α-methoxy-3-<<(1-methyl-1H-yetrazol-5-yl)thio>methyl>-1-oxadethia-3-cephem-4-carboxylate

: 106163-01-3
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 43 percent / acetic acid, magnesium / CH₂Cl₂ / 9 h / 20 °C

2: pyridine, phosphorus pentachloride / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 53.8 percent / pyridine / CH₂Cl₂ / 1.) -20 deg C, 15 min, 2.) 0 deg C, 30 min

4: isocyanuric chloride, HClO₄ / acetone; H₂O / 2 h / Ambient temperature

5: pyridine / CH₂Cl₂ / 2 h / 0 °C

6: 74 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH₂Cl₂; tetrahydrofuran / 6.5 h / -50 °C

With pyridine; perchloric acid; trichloroisocyanuric acid; phosphorus pentachloride; magnesium; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jm00386a013

Reference yield:

: 68314-03-4
(2R,6R,7R)-7-Amino-7-methoxy-3-methylene-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid benzhydryl ester

: 106163-01-3
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-<(carbamoyloxy)methyl>-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 53.8 percent / pyridine / CH₂Cl₂ / 1.) -20 deg C, 15 min, 2.) 0 deg C, 30 min

2: isocyanuric chloride, HClO₄ / acetone; H₂O / 2 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 2 h / 0 °C

4: 74 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH₂Cl₂; tetrahydrofuran / 6.5 h / -50 °C

With pyridine; perchloric acid; trichloroisocyanuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1021/jm00386a013