methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Base Information

Chemical Name:methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate
CAS No.:1418193-73-3
Molecular Formula:C₂₄H₄₀O₇Si
Molecular Weight:468.663
Hs Code.:

Synonyms:methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

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Chemical Property of methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

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Technology Process of methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

There total 6 articles about methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate 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: 97.0%

: 1418193-72-2
methyl 2-((4R,6S)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-2,2-dimethyl-5-oxo-1,3-dioxan-4-yl)acetate

: 1418193-73-3
methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at -78 - 20 ℃; for 10h; Inert atmosphere;
DOI:10.1055/s-0032-1316803

Reference yield:

: (2R)-N-((R)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-ylidene)-2-(methoxymethyl)cyclopentanamine

: 1418193-73-3
methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -78 °C / Inert atmosphere

1.2: 17 h / -100 - 20 °C / Inert atmosphere

2.1: ozone / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

3.1: zinc(II) tetrahydroborate / diethyl ether / 10 h / -78 - 20 °C / Inert atmosphere

With zinc(II) tetrahydroborate; tert.-butyl lithium; ozone; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1055/s-0032-1316803

Reference yield:

: C₃₀H₅₀N₂O₇Si

: 1418193-73-3
methyl 2-((4R,5R,6R)-6-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-methoxy-2-phenylethyl}-5-hydroxy-2,2-dimethyl-1,3-dioxan-4-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: ozone / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

2: zinc(II) tetrahydroborate / diethyl ether / 10 h / -78 - 20 °C / Inert atmosphere

With zinc(II) tetrahydroborate; ozone; In diethyl ether; dichloromethane;
DOI:10.1055/s-0032-1316803