methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

Base Information

Chemical Name:methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate
CAS No.:704910-32-7
Molecular Formula:C₂₄H₂₉NO₆
Molecular Weight:427.497
Hs Code.:

Synonyms:methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

Chemical Property:

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Technology Process of methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

There total 8 articles about methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-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: 96.0%

: 814-68-6,25189-84-8
acryloyl chloride

: 704910-43-0
(2R,3R)-2-Benzyloxymethyl-2-(4-methoxy-benzylamino)-3-trimethylsilanyloxy-butyric acid methyl ester

: 704910-32-7
methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

Guidance literature:: acryloyl chloride; (2R,3R)-2-Benzyloxymethyl-2-(4-methoxy-benzylamino)-3-trimethylsilanyloxy-butyric acid methyl ester; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

With hydrogenchloride; In diethyl ether; water; at 23 ℃; for 1h;

Reference yield: 27.0%

: methyl 2-(benzyloxymethyl)-3-tert-butoxy-2-(N-(4-methoxybenzyl)acrylamido)butanoate

: 704910-32-7
methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

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

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 704910-32-7
methyl (2R,3R)-2-(N-(4-methoxybenzyl)acrylamido)-2-((benzyloxy)methyl)-3-hydroxybutanoate

Guidance literature:: Multi-step reaction with 4 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

3.1: Et₃N / diethyl ether / 12 h / 23 °C

4.1: 28.3 g / diisopropylethylamine / CH₂Cl₂ / 1 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium cyanoborohydride; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja048613p