methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

Base Information

Chemical Name:methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate
CAS No.:704910-31-6
Molecular Formula:C₂₁H₂₇NO₅
Molecular Weight:373.449
Hs Code.:

Synonyms:methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

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Chemical Property of methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

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Technology Process of methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

There total 7 articles about methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate 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: 98.0%

: methyl 2-(benzyloxymethyl)-3-tert-butoxy-2-(4-methoxybenzylamino)butanoate

: 704910-31-6
methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

Guidance literature:: With phosphoric acid; In dichloromethane; water; at 20 ℃; for 6h;
DOI:10.1016/j.tetlet.2008.10.154

Reference yield: 90.0%

: 704910-30-5
methyl (4S,5R)-4-{[(benzyloxy)methyl]}-4,5-dihydro-2-(4-methoxyphenyl)-5-methyloxazole-4-carboxylate

: 704910-31-6
methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

Guidance literature:: With sodium cyanoborohydride; acetic acid; at 40 ℃; for 12h;
DOI:10.1021/ja048613p

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 704910-31-6
methyl (2R,3R)-2-(4-methoxybenzylamino)-2-{(benzyloxy)methyl}-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA; HMPA / tetrahydrofuran / 1 h / -78 °C

1.2: 69 percent / tetrahydrofuran / 4 h / -78 °C

2.1: 90 percent / AcOH; NaCNBH₃ / 12 h / 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium cyanoborohydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/ja048613p