((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

Base Information

Chemical Name:((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane
CAS No.:932718-79-1
Molecular Formula:C₂₄H₄₀O₃Si
Molecular Weight:404.665
Hs Code.:

Synonyms:((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

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Chemical Property of ((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

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Technology Process of ((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

There total 10 articles about ((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane 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:

: 932718-58-6
(2S,3S,4S)-3-benzyloxy-5-methoxy-2-methyl-4-triisopropylsilanyloxy-pentanal

: 18107-18-1
diazomethyl-trimethyl-silane

: 932718-79-1
((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

Guidance literature:: diazomethyl-trimethyl-silane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

(2S,3S,4S)-3-benzyloxy-5-methoxy-2-methyl-4-triisopropylsilanyloxy-pentanal; In tetrahydrofuran; hexane; for 6h; Heating;
DOI:10.1021/jo062502m

Reference yield:

: 932718-54-2
(S)-((1S,2R)-1-benzyloxy-2-methyl-but-3-enyl)-oxirane

: 932718-79-1
((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.54 g / tetrahydrofuran; methanol / 14 h / Heating

2.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 0 °C

3.1: ozone / CH₂Cl₂ / -78 °C

3.2: PPh₃ / CH₂Cl₂ / 8 h / -78 - -4 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

4.2: 0.43 g / tetrahydrofuran; hexane / 6 h / Heating

With 2,6-dimethylpyridine; n-butyllithium; ozone; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo062502m

Reference yield:

: 932718-77-9
(2S,3S,4R)-3-benzyloxy-1-methoxy-4-methyl-hex-5-en-2-ol

: 932718-79-1
((1S,2S,3R)-2-benzyloxy-1-methoxymethyl-3-methyl-pent-4-ynyloxy)-triisopropylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 0 °C

2.1: ozone / CH₂Cl₂ / -78 °C

2.2: PPh₃ / CH₂Cl₂ / 8 h / -78 - -4 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

3.2: 0.43 g / tetrahydrofuran; hexane / 6 h / Heating

With 2,6-dimethylpyridine; n-butyllithium; ozone; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo062502m