(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Base Information

Chemical Name:(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester
CAS No.:936362-74-2
Molecular Formula:C₁₂H₁₅NO₆S
Molecular Weight:301.32
Hs Code.:

Synonyms:(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

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Chemical Property of (4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

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Technology Process of (4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

There total 2 articles about (4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester 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: 76.0%

: 153046-00-5
(R)-methyl 3-hydroxy-2-(4-methoxybenzylamino)propanoate

: 936362-74-2
(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Guidance literature:: (R)-methyl 3-hydroxy-2-(4-methoxybenzylamino)propanoate; With pyridine; thionyl chloride; In dichloromethane; at -78 - 20 ℃; for 1.16667h;

With ruthenium trichloride; sodium periodate; In water; acetonitrile; at 0 - 20 ℃; Further stages.;
DOI:10.1039/b618178c

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 936362-74-2
(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / NaCNBH₃; AcOH / methanol / 17 h / 0 - 20 °C

2.1: pyridine; SOCl₂ / CH₂Cl₂ / 1.17 h / -78 - 20 °C

2.2: 76 percent / RuCl₃*3H₂O; NaIO₄ / acetonitrile; H₂O / 0 - 20 °C

With pyridine; thionyl chloride; sodium cyanoborohydride; acetic acid; In methanol; dichloromethane;
DOI:10.1039/b618178c

Reference yield:

: 936362-74-2
(4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

: C₁₃H₂₅O₄NS

: 3-[(R)-2-tert-butoxycarbonyl-2-(tert-butoxycarbonylamino)-ethylsulfanyl]-(R)-2-(p-methoxybenzylamino)propionic acid methyl ester

: 3-[(R)-2-tert-butoxycarbonyl-2-(tert-butoxycarbonylamino)-ethylsulfanyl]-(S)-2-(p-methoxybenzylamino)propionic acid methyl ester

Guidance literature:: (4R)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester; C₁₃H₂₅O₄NS; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

With 1-thiopropane; In dichloromethane; at 20 ℃; for 16h; Further stages. Title compound not separated from byproducts.;
DOI:10.1039/b618178c