methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

Base Information

Chemical Name:methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate
CAS No.:175411-32-2
Molecular Formula:C₂₄H₂₄O₈
Molecular Weight:440.45
Hs Code.:

Synonyms:methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

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Chemical Property of methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

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Technology Process of methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

There total 5 articles about methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate 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: 72.0%

: 175411-31-1
methyl (3R,4R)-4-hydroxy-4-(1-hydroxy-5-methoxynaphthyl)-3-((phenylmethoxy)methoxy)butanoate

: 175411-32-2
methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

Guidance literature:: With salcomine; oxygen; In N,N-dimethyl-formamide; for 0.25h;
DOI:10.1021/jo952077p

Reference yield:

: 70681-41-3
(R)-dimethyl malate

: 175411-32-2
methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / diisopropylethylamine / CH₂Cl₂ / 72 h / Ambient temperature

2: 1.) magnesium bromide etherate, 2.) diisobutylaluminum hydride / 1) CH₂Cl₂, rt, 30 min; 2) CH₂Cl₂, hexane, -90 deg C

3: 1.) MeMgBr, 2.) magnesium bromide etherate / 1) Et₂O, 0 deg C --> rt; 2) CH₂Cl₂, -78 deg C, 1 h; 3) CH₂Cl₂, rt, 4 h

4: 72 percent / bis(salicylidene)ethylenediiminocobalt(II), O₂ / dimethylformamide / 0.25 h

With salcomine; methylmagnesium bromide; oxygen; diisobutylaluminium hydride; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo952077p

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 175411-32-2
methyl (3R,4R)-4-hydroxy-4-(5-methoxy-1,4-naphthoquinone-2-yl)-3-((phenylmethoxy)methoxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / diisopropylethylamine / CH₂Cl₂ / 72 h / Ambient temperature

2: 1.) magnesium bromide etherate, 2.) diisobutylaluminum hydride / 1) CH₂Cl₂, rt, 30 min; 2) CH₂Cl₂, hexane, -90 deg C

3: 1.) MeMgBr, 2.) magnesium bromide etherate / 1) Et₂O, 0 deg C --> rt; 2) CH₂Cl₂, -78 deg C, 1 h; 3) CH₂Cl₂, rt, 4 h

4: 72 percent / bis(salicylidene)ethylenediiminocobalt(II), O₂ / dimethylformamide / 0.25 h

With salcomine; methylmagnesium bromide; oxygen; diisobutylaluminium hydride; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo952077p