{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

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Chemical Name:{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate
CAS No.:946392-56-9
Molecular Formula:C₃₃H₄₀O₅Si
Molecular Weight:544.763
Hs Code.:

Synonyms:{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

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Chemical Property of {(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

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Technology Process of {(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

There total 9 articles about {(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate 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%

: 946392-55-8
{(1S,2S,3S)-3-tert-butyldiphenylsilyloxy-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methanol

: 98-88-4
benzoyl chloride

: 946392-56-9
{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1021/ol0710616

Reference yield:

: 946392-51-4
(1R,4S,5S,6S)-6-tert-butyldiphenylsilyloxy-4-pivaloyloxymethyl-3-oxabicyclo[3.2.0]heptan-2-one

: 946392-56-9
{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

2.1: 82 percent / sodium sulphate; copper sulphate; aq. HCl / 12 h

3.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

4.1: sodium carbonate / methanol / 4 h

4.2: 88 percent / NaBH₄ / methanol / 0.33 h

5.1: 86 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; hydrogenchloride; dmap; lithium aluminium tetrahydride; copper(I) sulfate; sodium carbonate; Dess-Martin periodane; sodium sulfate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol0710616

Reference yield:

: 946392-50-3
(1R,4S,5R,6S)-6-hydroxy-4-pivaloyloxymethyl-3-oxabicyclo[3.2.0]heptan-2-one

: 946392-56-9
{(1S,2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]cyclobutyl}methyl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: 88 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 °C

3.1: 82 percent / sodium sulphate; copper sulphate; aq. HCl / 12 h

4.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

5.1: sodium carbonate / methanol / 4 h

5.2: 88 percent / NaBH₄ / methanol / 0.33 h

6.1: 86 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; copper(I) sulfate; sodium carbonate; Dess-Martin periodane; sodium sulfate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol0710616