(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

Base Information

Chemical Name:(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol
CAS No.:1337538-33-6
Molecular Formula:C₂₁H₃₄O₄
Molecular Weight:350.499
Hs Code.:

Synonyms:(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

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Technology Process of (S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

There total 1 articles about (S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol 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: 95.0%

: 1337538-32-5
C₁₄H₂₈O₄

: 100-39-0
benzyl bromide

: 1337538-33-6
(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

Guidance literature:: C₁₄H₂₈O₄; With di(n-butyl)tin oxide; In toluene; for 18h; Reflux;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In toluene; for 2h; regioselective reaction; Reflux;
DOI:10.1016/j.tetasy.2011.07.007

Reference yield: 91.0%

: 75-15-0,12122-00-8
carbon disulfide

: 1337538-33-6
(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

: 74-88-4
methyl iodide

: 1337538-34-7
O-((S)-2-(benzyloxy)-1-((4S,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl) S-methyl carbonodithioate

Guidance literature:: (S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1016/j.tetasy.2011.07.007

Reference yield:

: 1337538-33-6
(S)-2-(benzyloxy)-1-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

: 1337538-37-0
((R)-8-((4R,5R)-5-heptyl-2,2-dimethyl-1,3-dioxolan-4-yl)oct-1-ene-4,6-diyn-3-yloxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 - 20 °C

1.2: 1 h / 0 - 20 °C

1.3: 3 h / 0 °C

2.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / 4 h / Reflux

3.1: hydrogen / ethanol / 6 h / 20 °C

4.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / 2 h / 0 - 20 °C

5.1: triphenylphosphine; zinc / dichloromethane / 1 h / 0 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

6.2: 0 °C

7.1: N-Bromosuccinimide; silver nitrate / acetone / 1 h / 20 °C

8.1: hydroxylamine hydrochloride; N-butylamine; copper(l) chloride / dichloromethane; water / 0 °C / Inert atmosphere

8.2: 0.5 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); hydroxylamine hydrochloride; hydrogen; tri-n-butyl-tin hydride; sodium hydride; silver nitrate; dimethyl sulfoxide; N-butylamine; triphenylphosphine; copper(l) chloride; zinc; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; benzene; 8.1: Cadiot-Chodkiewicz procedure;
DOI:10.1016/j.tetasy.2011.07.007