methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

Base Information

Chemical Name:methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate
CAS No.:925453-26-5
Molecular Formula:C₂₆H₃₆O₈Si
Molecular Weight:504.653
Hs Code.:

Synonyms:methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

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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)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

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Technology Process of methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

There total 7 articles about methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate 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%

: 925453-25-4
methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-(4-methoxybenzyl)oxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

: 925453-26-5
methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane; for 24h; pH=7;
DOI:10.1002/chem.200601212

Reference yield:

: 57992-46-8
3-methoxymethoxy-propionic acid methyl ester

: 925453-26-5
methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 31.4 g / lithium hydroxide monohydrate / tetrahydrofuran; H₂O / 2 h

2: 80 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

3: 99 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 24 h / pH 7

With dmap; lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; phosphate buffer; dichloromethane; water;
DOI:10.1002/chem.200601212

Reference yield:

: 925453-24-3
methyl (2R,3R)-3,4-dihydroxy-2-(4-methoxybenzyl)oxybutanoate

: 925453-26-5
methyl (2R,3R)-4-(tert-butyldiphenylsilyl)oxy-2-hydroxy-3-[3-(methoxymethoxy)propionyl]oxybutanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 80 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

3: 99 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 24 h / pH 7

With 1H-imidazole; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane;
DOI:10.1002/chem.200601212