(+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester
• CAS No.: 238397-76-7
• Molecular Formula: C₁₃H₁₇NO₆S
• Molecular Weight: 315.347

Synonyms:(+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Chemical Property of (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

There total 4 articles about (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ⁶-1,2,3-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: 98.0%

(+/-)-3-(4-Methoxybenzyl)-4-methyl-2λ4-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester (238397-75-6) → (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ6-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester (238397-76-7)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; acetonitrile; at 0 - 20 ℃; for 0.333333h;

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ6-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester (238397-76-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 39 percent / NaBH₃CN / tetrahydrofuran; methanol / 72 h / 20 °C

2: 71 percent / methanol / 0.17 h / 0 °C

3: 93 percent / SOCl₂; NEt₃ / toluene / 0.08 h / 0 °C

4: 98 percent / NaIO₄; RuCl₃*H₂O / acetonitrile; H₂O / 0.33 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol; water; toluene; acetonitrile; 1: Condensation / 2: Esterification / 3: Cyclization / 4: Oxidation;

Reference yield:

(+/-)-3-Hydroxy-2-(4-methoxybenzylamino)-2-methylpropionic acid (238397-72-3) → (+/-)-3-(4-Methoxybenzyl)-4-methyl-2,2-dioxo-2λ6-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester (238397-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / methanol / 0.17 h / 0 °C

2: 93 percent / SOCl₂; NEt₃ / toluene / 0.08 h / 0 °C

3: 98 percent / NaIO₄; RuCl₃*H₂O / acetonitrile; H₂O / 0.33 h / 0 - 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In methanol; water; toluene; acetonitrile; 1: Esterification / 2: Cyclization / 3: Oxidation;

upstream raw materials:

(+/-)-3-(4-Methoxybenzyl)-4-methyl-2λ⁴-1,2,3-oxathiazolidine-4-carboxylic acid methyl ester

4-methoxy-benzaldehyde

(+/-)-3-Hydroxy-2-(4-methoxybenzylamino)-2-methylpropionic acid

(+/-)-3-Hydroxy-2-(4-methoxybenzylamino)-2-methylpropionic acid methyl ester

Downstream raw materials:

(+/-)-3-Hydroxy-2-(4-methoxybenzylamino)-2-methylpropionic acid methyl ester

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