tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate

Base Information

• Chemical Name: tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate
• CAS No.: 852310-65-7
• Molecular Formula: C₁₇H₂₅NO₅
• Molecular Weight: 323.389

Synonyms:tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate

Chemical Property of tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate

Chemical Property:

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Technology Process of tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate

There total 10 articles about tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate 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: 99.0%

(2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (180479-34-9) → tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate (852310-65-7)

Guidance literature:

With formic acid; palladium; In methanol;

DOI:10.1016/0040-4039(96)01042-8

Reference yield: 68.0%

2-[tert-butoxycarbonylamino]-(2R,3S,4E)-5-(4-methoxyphenyl)-pent-4-en-3-ol (852310-56-6) → tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate (852310-65-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201004072

Reference yield:

2-[tert-butoxycarbonylamino]-(2R,3S,4E)-5-(4-methoxyphenyl)-pent-4-en-3-ol (852310-56-6) → tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2S,3S,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate + tert-butyl 3,4-dihydroxy-2-(4-methoxyphenyl)-5-methyl-(2R,3R,4R,5R)-tetrahydro-1H-1-pyrrolecarboxylate (852310-65-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;

DOI:10.1016/j.tetlet.2005.02.140

upstream raw materials:

(2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-(4-methoxy-phenyl)-5-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester

2-[tert-butoxycarbonylamino]-(2R,3S,4E)-5-(4-methoxyphenyl)-pent-4-en-3-ol

di-tert-butyl dicarbonate

(3S,4R,5R)-3,4-Dihydroxy-1-(4-methoxy-benzyl)-5-methyl-pyrrolidin-2-one

Downstream raw materials:

(R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-hydroxy-4-hydroxy-5-methylpyrroli

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