di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

Base Information

Chemical Name:di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate
CAS No.:193957-75-4
Molecular Formula:C₂₆H₃₈O₈
Molecular Weight:478.583
Hs Code.:

Synonyms:di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

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Chemical Property of di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

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Technology Process of di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

There total 5 articles about di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate 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: 64.0%

: 60656-87-3
benzyloxyacetoaldehyde

: 193957-62-9
tert-butyl-(2S,3S)-1,4-dioxaspiro[4.4]nonane-3-(1-tert-butoxy-1-trimethylsilyloxymethylenyl)-2-carboxylate

: 221693-47-6
di-tert-butyl (2R,3S)-2-<(1R)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

: 193957-75-4
di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 1h; Yields of byproduct given;
DOI:10.1016/S0040-4020(97)90390-2

Reference yield:

: 931-94-2
1,1-dimethoxycyclopentane

: 193957-75-4
di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / p-TsOH*H₂O / benzene / 6 h / 60 °C / 200 Torr

2: 97 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3: 64 percent / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; titanium tetrachloride; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; benzene;
DOI:10.1016/S0040-4020(97)90390-2

Reference yield:

: 164217-15-6
di-tert-butyl (2S,3S)-1,4-dioxaspiro<4.4>nonane-2,3-dicarboxylate

: 193957-75-4
di-tert-butyl (2R,3S)-2-<(1S)-2-(benzyloxy)-1-hydroxyethyl>-1,4-dioxaspiro<4,4>nonane-2,3-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2: 64 percent / TiCl₄ / CH₂Cl₂ / 1 h / -78 °C

With n-butyllithium; titanium tetrachloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(97)90390-2