(2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester
• CAS No.: 1052273-22-9
• Molecular Formula: C₂₁H₃₃NO₇
• Molecular Weight: 411.496

Synonyms:(2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

Chemical Property of (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

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Technology Process of (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

There total 2 articles about (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl 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: 56.0%

tert-butyl carbazate (4248-19-5) + (2E)-5-(4-methoxy-phenoxy)-pent-2-enoic acid tert-butyl ester (1052273-20-7) → C16H24O6 (1089177-42-3) + (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester (1052273-21-8) + (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester (1052273-22-9) + (2S,3R)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

Guidance literature:

With potassium osmate(VI) dihydrate; sodium hydroxide; 1,3-dichloro-5,5-dimethylhydantoin; hydroquinidein 1,4-phthalazinediyl diether; In propan-1-ol; water; at 20 ℃; for 1h; optical yield given as %ee; regioselective reaction;

DOI:10.1039/b803310b

Reference yield: 8.0%

tert-butyl carbazate (4248-19-5) + (2E)-5-(4-methoxy-phenoxy)-pent-2-enoic acid tert-butyl ester (1052273-20-7) → C16H24O6 (1089177-42-3) + (2S,3R)-3-tert-butoxycarbonylamino-2-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester + (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester (1052273-21-8) + (2R,3S)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester (1052273-22-9) + (2S,3R)-2-tert-butoxycarbonylamino-3-hydroxy-5-(4-methoxy-phenoxy)-pentanoic acid tert-butyl ester

Guidance literature:

With potassium osmate(VI) dihydrate; sodium hydroxide; 1,3-dichloro-5,5-dimethylhydantoin; hydroquinine (anthraquinone-1,4-diyl) diether; In propan-1-ol; water; at 20 ℃; for 1h; optical yield given as %ee;

DOI:10.1039/b803310b

upstream raw materials:

tert-butyl carbazate

(2E)-5-(4-methoxy-phenoxy)-pent-2-enoic acid tert-butyl ester

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