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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1658009Generated: October 30, 2026

p-methoxybenzyl 5-methoxymethyl-6H-1,3-thiazine-4-carboxylate → 3-Methoxymethyl-7beta-azido-7alpha-methoxy-3-cephem-4-carboxylate

https://huagongshe.com/reaction/1658009

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-methoxybenzyl 5-methoxymethyl-6H-1,3-thiazine-4-carboxylateHCID 21529910—
Reactant2-Azido-2-methoxyacetyl chlorideHCID 21529929—
Reactant2,2,2-trichloroethyl 5-methyl-6H-1,3-thiazine-4-carboxylateHCID 21529942—
Reactantmethoxymethyl 5-isobutyryloxymethyl-6H-1,3-thiazine-4-carboxylateHCID 21529961—
Product3-Methoxymethyl-7beta-azido-7alpha-methoxy-3-cephem-4-carboxylateHCID 131710321—
Product3-Isobutyryloxymethyl-7beta-azido-7alpha-methoxy-3-cephem-4-carboxylateHCID 131710323—

Reaction Steps

Following the procedures described in Example 40 p-methoxybenzyl 5-methoxymethyl-6H-1,3-thiazine-4-carboxylate, 2,2,2-trichloroethyl 5-methyl-6H-1,3-thiazine-4-carboxylate or methoxymethyl 5-isobutyryloxymethyl-6H-1,3-thiazine-4-carboxylate are reacted with 2-azido-2-methoxyacetyl chloride to obtain p-methoxybenzyl dl-3-methoxymethyl-7β-azido-7α-methoxy-3-cephem-4-carboxylate, 2,2,2-trichloroethyl d1-3-methyl-7β-azido-7α-methoxy-3-cephem-4-carboxylate and methoxymethyl dl-3-isobutyryloxymethyl-7β-azido-7α-methoxy-3-cephem-4-carboxylate, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03962224
Source datasetuspto-grants-1976_06
ORD IDord-1161f07cb61348bf98c76edc3f0fd7f7
Source noteuspto-grants-1976_06