diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

Base Information

Chemical Name:diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate
CAS No.:83305-34-4
Molecular Formula:C₃₁H₂₈N₆O₆S
Molecular Weight:612.666
Hs Code.:

Synonyms:diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

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Chemical Property of diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

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Technology Process of diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

There total 10 articles about diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-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: 82.0%

: 88010-33-7
diphenylmethyl 7β-(D-mandelylamino)-3α-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3β-methylthio-1-oxacephem-4α-carboxylate

: 83305-34-4
diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)92145-3

Reference yield:

: 67977-91-7,82768-86-3,94480-96-3
diphenylmethyl 7α-benzoylamino-3-methylene-1-oxacepham-4α-carboxylate

: 83305-34-4
diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 1) Cl₂ / 1) CCl₄, 20 min, 0 deg C, 2) CH₂Cl₂-EtOAc, 1-2 h, RT

2: 98 percent / acetone; methanol / 2 h / Heating

3: 1) pyridine, PCl₅, 2) i-BuOH / 1) CH₂Cl₂, 0 deg C, 2 h, 2) 0.5 h, 0 deg C -> 3 h, RT, MeOH, H₂O

4: 5percent NaHCO₃ aq / CH₂Cl₂

6: Huenig base

7: 1) KBH₄, 2) HCl aq

8: 88 percent / NaHSO₃ / ethyl acetate; H₂O / 0.33 h / Ambient temperature

9: 82 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; hydrogenchloride; potassium borohydride; 2-methyl-propan-1-ol; phosphorus pentachloride; chlorine; sodium hydrogencarbonate; sodium hydrogensulfite; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4020(01)92145-3

Reference yield:

: 83262-19-5
diphenylmethyl 7α-benzoylamino-3β-methylthio-3α-chloromethyl-1-oxacepham-4α-carboxylate

: 83305-34-4
diphenylmethyl 7β-(D-mandelylamino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / acetone; methanol / 2 h / Heating

2: 1) pyridine, PCl₅, 2) i-BuOH / 1) CH₂Cl₂, 0 deg C, 2 h, 2) 0.5 h, 0 deg C -> 3 h, RT, MeOH, H₂O

3: 5percent NaHCO₃ aq / CH₂Cl₂

5: Huenig base

6: 1) KBH₄, 2) HCl aq

7: 88 percent / NaHSO₃ / ethyl acetate; H₂O / 0.33 h / Ambient temperature

8: 82 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; hydrogenchloride; potassium borohydride; 2-methyl-propan-1-ol; phosphorus pentachloride; sodium hydrogencarbonate; sodium hydrogensulfite; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4020(01)92145-3