diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate
CAS No.:68314-33-0
Molecular Formula:C₃₀H₂₇ClN₂O₆
Molecular Weight:547.007
Hs Code.:

Synonyms:diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

There total 20 articles about diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-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: 27.6%

: (6R,7R)-benzhydryl 7-amino-3-(chloromethyl)-7-methoxy-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate

: 103-80-0
phenylacetyl chloride

: 68314-33-0
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jm00386a013

Reference yield:

: C₂₉H₂₆N₂O₅S

: 68314-33-0
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: triphenylphosphine / 2-methyl-propan-1-ol; dimethyl sulfoxide / 1.5 h / 90 - 100 °C

2.1: ethyl acetate / 0.5 h

3.1: boron trifluoride diethyl etherate / 1 h / 15 - 20 °C

4.1: triethylamine / dichloromethane / 3.5 h / 10 - 15 °C

5.1: chlorine / 1.5 h / 10 - 15 °C

6.1: diethylamine / 1.5 h / 10 - 15 °C

7.1: sulfuric acid / water / 1 h / 10 - 15 °C

8.1: sodium methylate / dichloromethane; methanol / 0.17 h / 80 - 90 °C

8.2: 2 h / 80 - 90 °C

9.1: acetic acid; sodium sulfite / 1 h / -90 - -80 °C

10.1: 4 h / 20 - 25 °C

With sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; chlorine; acetic acid; diethylamine; triethylamine; triphenylphosphine; sodium sulfite; In methanol; dichloromethane; 2-methyl-propan-1-ol; water; dimethyl sulfoxide; ethyl acetate;

Reference yield:

: C₃₇H₄₈N₂O₅SSi₃

: 68314-33-0
diphenylmethyl 7β-(phenylacetamido)-7α-methoxy-3-(chloromethyl)-1-oxadethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 16 steps

1.1: sulfuric acid / 1 h / 10 - 15 °C

2.1: sodium tetrahydroborate; acetic acid / dichloromethane; water; methanol / 1 h / -65 - -30 °C

3.1: phosphorus tribromide / N,N-dimethyl-formamide / 4 h / 0 - 25 °C

4.1: toluene-4-sulfonic acid / toluene / 6 h / 85 - 95 °C

5.1: n-butyllithium / 3 h / -60 - -50 °C

6.1: water / 2 h / -60 - -50 °C

7.1: sulfuric acid / water / 5 h / 20 - 25 °C

8.1: cerium(IV) trifluoromethanesulfonate / 2-methyltetrahydrofuran / 0 - 10 °C

8.2: 5 h / 20 - 30 °C

9.1: triphenylphosphine / 2-methyl-propan-1-ol; dimethyl sulfoxide / 1.5 h / 90 - 100 °C

10.1: ethyl acetate / 0.5 h

11.1: boron trifluoride diethyl etherate / 1 h / 15 - 20 °C

12.1: chlorine / dichloromethane / 1.5 h / 10 - 15 °C

13.1: diethylamine / dichloromethane / 1.5 h / 10 - 15 °C

14.1: sodium methylate / dichloromethane; methanol / 0.17 h / 80 - 90 °C

14.2: 2 h / 80 - 90 °C

15.1: acetic acid; sodium sulfite / 1 h / -90 - -80 °C

16.1: 4 h / 20 - 25 °C

With sodium tetrahydroborate; n-butyllithium; cerium(IV) trifluoromethanesulfonate; sulfuric acid; boron trifluoride diethyl etherate; sodium methylate; chlorine; phosphorus tribromide; toluene-4-sulfonic acid; acetic acid; diethylamine; triphenylphosphine; sodium sulfite; In 2-methyltetrahydrofuran; methanol; dichloromethane; 2-methyl-propan-1-ol; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene;