benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate

Base Information

• Chemical Name: benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate
• CAS No.: 1175033-08-5
• Molecular Formula: C₁₇H₂₅NO₆
• Molecular Weight: 339.389
• Mol file: 1175033-08-5.mol

Synonyms:benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate

Chemical Property of benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate

There total 1 articles about benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate 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: 71.0%

benzyl (2E)-5-[(tert-butoxycarbonyl)amino]pent-2-enoate (1175033-06-3) → benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate (1175033-08-5)

Guidance literature:

benzyl (2E)-5-[(tert-butoxycarbonyl)amino]pent-2-enoate; With methanesulfonamide; AD-mix β; In water; tert-butyl alcohol; at 0 ℃; for 15h;

With sodium thiosulfate; In water; tert-butyl alcohol; for 1h; stereoselective reaction;

DOI:10.1021/jo901143b

Reference yield: 65.0%

benzyl (2S,3R)-5-[(tert-butoxycarbonyl)amino]-2,3-dihydroxypentanoate (1175033-08-5) + p-toluenesulfonyl chloride (98-59-9) → benzyl (2R,3S)-5-[(tert-butoxycarbonyl)amino]-2-tosyloxy-3-hydroxypentanoate (1175033-10-9)

Guidance literature:

With triethylamine; In dichloromethane; at 5 ℃; for 72h; regioselective reaction;

DOI:10.1021/jo901143b

upstream raw materials:

benzyl (2E)-5-[(tert-butoxycarbonyl)amino]pent-2-enoate

Downstream raw materials:

benzyl (2R,3S)-5-[(tert-butoxycarbonyl)amino]-2-tosyloxy-3-hydroxypentanoate