benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate

Base Information

• Chemical Name: benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate
• CAS No.: 1187361-37-0
• Molecular Formula: C₂₀H₂₃NO₅S
• Molecular Weight: 389.472
• Mol file: 1187361-37-0.mol

Synonyms:benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate

Chemical Property of benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate

There total 3 articles about benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate 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: 45.6%

4-Methoxybenzenethiol (696-63-9) + (2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester (15159-67-8) → benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate (1187361-37-0)

Guidance literature:

With potassium carbonate; sodium iodide; In acetone; at 90 ℃; Sealed tube;

DOI:10.1016/j.tetlet.2009.06.082

Reference yield: 35.5%

benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylsulfinyl)propylcarbamate (1187361-44-9) → benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate (1187361-37-0) + N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9)

Guidance literature:

at 145 ℃; for 18h; under 760 Torr;

DOI:10.1016/j.tetlet.2009.06.082

Reference yield: 9.2%

benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylsulfinyl)propylcarbamate (1187361-44-9) → benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylthio)propylcarbamate (1187361-37-0) + (Z)-2-Benzyloxycarbonylamino-but-2-enoic acid methyl ester (60027-55-6,60027-61-4,70396-37-1) + N-benzyloxycarbonyl-L-α-vinylglycine methyl ester (75266-40-9)

Guidance literature:

at 190 ℃; for 0.15h; under 760 Torr;

upstream raw materials:

benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylsulfinyl)propylcarbamate

4-Methoxybenzenethiol

(2S)-2-benzyloxycarbonylamino-4-bromo-butyric acid methyl ester

Downstream raw materials:

benzyl (S)-1-(methoxycarbonyl)-3-(4-methoxyphenylsulfinyl)propylcarbamate

Refernces

• 1、 Patel, Sravan Kumar,Long, Timothy E.. "Preparation of vinylglycines by thermolysis of homocysteine sulfoxides". scheme or table. p. 5067 - 5070. Retrieved 2009/12/01.