(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

Base Information

Chemical Name:(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate
CAS No.:1313587-38-0
Molecular Formula:C₃₂H₄₃NO₈
Molecular Weight:569.695
Hs Code.:

Synonyms:(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

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Chemical Property of (1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

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Technology Process of (1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

There total 7 articles about (1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate 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: 67.0%

: 1313587-37-9
(S,Z)-4-{(4S,5R,6S)-6-[(2S,3R)-3-hydroxybut-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl}pent-2-en-3-yl isobutyrate

: 62-23-7
4-nitro-benzoic acid

: 1313587-38-0
(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201100196

Reference yield:

: C₂₉H₄₈O₄Si

: 1313587-38-0
(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

Guidance literature:: Multi-step reaction with 6 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / -78 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 2 h / 0 °C / Inert atmosphere

3.1: titanium tetrachloride / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3.2: -78 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / 0.75 h / 0 °C

5.1: lithium triethylborohydride / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

6.1: triphenylphosphine; diethylazodicarboxylate / toluene / 20 °C / Inert atmosphere

With pyridine; dmap; boron trifluoride diethyl etherate; titanium tetrachloride; lithium triethylborohydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 6.1: Mitsunobu reaction;
DOI:10.1002/ejoc.201100196

Reference yield:

: 1313587-28-8
(1Z,2S,3R,4S,6S,7R)-1-ethylidene-7-hydroxy-2,4,6-trimethyl-5-oxo-3-[(1S)-1-phenylethoxy]octyl isobutyrate

: 1313587-38-0
(1Z,2S,3S,4R,5R,6R,7S)-1-ethylidene-5-hydroxy-7-(4-nitrobenzoyloxy)-2,4,6-trimethyl-3-[(1S)-1-phenylethoxy]octyl isobutyrate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; dmap / dichloromethane / 2 h / 0 °C / Inert atmosphere

2.1: titanium tetrachloride / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / 0.75 h / 0 °C

4.1: lithium triethylborohydride / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

5.1: triphenylphosphine; diethylazodicarboxylate / toluene / 20 °C / Inert atmosphere

With pyridine; dmap; titanium tetrachloride; lithium triethylborohydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; 5.1: Mitsunobu reaction;
DOI:10.1002/ejoc.201100196