(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

Base Information

Chemical Name:(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate
CAS No.:902128-50-1
Molecular Formula:C₂₀H₂₄O₅
Molecular Weight:344.408
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

Chemical Property:

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Technology Process of (2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

There total 4 articles about (2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl 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:

: 5375-00-8
3-benzyloxypropyl iodide

: 902128-50-1
(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; petroleum ether / -78 - 0 °C

1.2: HMPA / tetrahydrofuran; petroleum ether / -50 °C

1.3: 70 percent / tetrahydrofuran; petroleum ether / 8 h / -50 - 20 °C

2.1: 96 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3.1: molecular sieves 4 Angstroem; CaH₂; t-BuOOH / (-)-diisopropyl tartrate; Ti(O-iPr)4 / CH₂Cl₂ / -25 - -20 °C

4.1: Ti(O-iPr)4 / CH₂Cl₂ / 0.25 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; n-butyllithium; calcium hydride; 4 A molecular sieve; titanium(IV) isopropylate; (-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; Petroleum ether; 3.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2006.03.027

Reference yield:

: 83458-91-7
(2E)-6-(benzyloxy)hex-2-en-1-ol

: 902128-50-1
(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: molecular sieves 4 Angstroem; CaH₂; t-BuOOH / (-)-diisopropyl tartrate; Ti(O-iPr)4 / CH₂Cl₂ / -25 - -20 °C

2: Ti(O-iPr)4 / CH₂Cl₂ / 0.25 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; 4 A molecular sieve; titanium(IV) isopropylate; (-)-diisopropyl tartrate; In dichloromethane; 1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2006.03.027

Reference yield:

: 100571-53-7
6-(benzyloxy)hex-2-yn-1-ol

: 902128-50-1
(2R,3S)-6-(benzyloxy)-1,2-dihydroxyhexan-3-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

2: molecular sieves 4 Angstroem; CaH₂; t-BuOOH / (-)-diisopropyl tartrate; Ti(O-iPr)4 / CH₂Cl₂ / -25 - -20 °C

3: Ti(O-iPr)4 / CH₂Cl₂ / 0.25 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; calcium hydride; 4 A molecular sieve; titanium(IV) isopropylate; (-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; 2: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2006.03.027