(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

Base Information

Chemical Name:(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one
CAS No.:1418193-69-7
Molecular Formula:C₂₀H₃₂O₅Si
Molecular Weight:380.557
Hs Code.:

Synonyms:(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

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Chemical Property of (S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

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Technology Process of (S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

There total 1 articles about (S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one 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: 86.0%

: 74181-34-3
2,2,-dimethyl-1,3-dioxan-5-one

: 130115-07-0
(R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde

: 1418193-69-7
(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

Guidance literature:: With water; L-proline; In dimethyl sulfoxide; at 20 ℃; for 72h;
DOI:10.1055/s-0032-1316803

Reference yield:

: 1418193-69-7
(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

: (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

Guidance literature:: Multi-step reaction with 2 steps

1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 4 h / Inert atmosphere; Reflux

2: benzene / 15 h / Reflux; Molecular sieve

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; benzene;
DOI:10.1055/s-0032-1316803

Reference yield:

: 1418193-69-7
(S)-4-{(1R,2R)-2-[(tert-butyldimethylsilyl)oxy]-1-hydroxy-2-phenylethyl}-2,2-dimethyl-1,3-dioxan-5-one

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 4 h / Inert atmosphere; Reflux

2.1: benzene / 15 h / Reflux; Molecular sieve

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

3.2: 17 h / -100 - 20 °C / Inert atmosphere

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

With tert.-butyl lithium; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; ozone; In tetrahydrofuran; dichloromethane; pentane; benzene;
DOI:10.1055/s-0032-1316803