(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester

Base Information

• Chemical Name: (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester
• CAS No.: 328974-07-8
• Molecular Formula: C₁₈H₁₉NO₆S
• Molecular Weight: 377.418
• Mol file: 328974-07-8.mol

Synonyms:(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester

Chemical Property of (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester

There total 7 articles about (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl 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:

(S)-3-(4-Methoxy-benzyl)-2-oxo-2λ4-[1,2,3]oxathiazolidine-4-carboxylic acid benzyl ester → (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester (328974-07-8)

Guidance literature:

With ruthenium trichloride; sodium periodate; In acetonitrile; for 0.25h;

DOI:10.1021/ja011932l

Reference yield:

N-(p-methoxybenzyl)-L-serine benzyl ester (328974-05-6) → (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester (328974-07-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; pyridine / CH₂Cl₂ / -78 - 20 °C

2: 8.3 g / aq. NaIO₄; RuCl₃ / acetonitrile / 0.25 h

With pyridine; ruthenium trichloride; sodium periodate; thionyl chloride; In dichloromethane; acetonitrile;

DOI:10.1021/ja011932l

Reference yield:

L-serine benzyl ester hydrochloride (60022-62-0,879278-55-4,151651-44-4) → (4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester (328974-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / NaBH₃CN / methanol / 8 h / 20 °C

2: SOCl₂; pyridine / CH₂Cl₂ / -78 - 20 °C

3: 8.1 g / NaIO₄ / RuCl₃ / acetonitrile; H₂O / 0.25 h

With pyridine; sodium periodate; thionyl chloride; sodium cyanoborohydride; ruthenium trichloride; In methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ol006908b

upstream raw materials:

N-tert-butoxycarbonyl-L-serine benzyl ester

L-serine benzyl ester

4-methoxy-benzaldehyde

N-(p-methoxybenzyl)-L-serine benzyl ester

Downstream raw materials:

(S)-3-(4-ethylphenoxy)-2-((4-methoxybenzyl)amino)propanoic acid

(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxyl-leucine benzyl ester

(4S)-N-(p-methoxybenzyl)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid

(4S)-2,2-dioxo-1,2,3-oxathiazolidinone-4-carboxylic acid benzyl ester