(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

Base Information

Chemical Name:(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol
CAS No.:1030827-12-3
Molecular Formula:C₂₀H₂₇IO₃
Molecular Weight:442.337
Hs Code.:

Synonyms:(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

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Chemical Property of (3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

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Technology Process of (3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

There total 3 articles about (3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol 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: 82.0%

: 627-20-3
(Z)-pent-2-ene

: 1030827-11-2
(2E,4Z)-4-iodo-7-[(4-methoxybenzyl)oxy]hepta-2,4-dienal

: 1030827-12-3
(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

Guidance literature:: (Z)-pent-2-ene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; at -50 ℃; for 0.166667h;

(2E,4Z)-4-iodo-7-[(4-methoxybenzyl)oxy]hepta-2,4-dienal; With boron trifluoride diethyl etherate; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 9h; Darkness;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; hexane; water; at 0 ℃; for 6h; optical yield given as %ee; enantioselective reaction; Darkness;
DOI:10.1021/ol8004672

Reference yield:

: 1030827-11-2
(2E,4Z)-4-iodo-7-[(4-methoxybenzyl)oxy]hepta-2,4-dienal

: C₁₅H₂₅BO₆

: 1030827-12-3
(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

: (3R,4R,5E,7Z)-10-(4-methoxybenzyloxy)-3-ethyl-7-iododeca-1,5,7-trien-4-ol

Guidance literature:: In toluene; at -78 ℃; optical yield given as %ee; diastereoselective reaction;
DOI:10.1021/ol8004672

Reference yield:

: 627-20-3
(Z)-pent-2-ene

: 1030827-11-2
(2E,4Z)-4-iodo-7-[(4-methoxybenzyl)oxy]hepta-2,4-dienal

: 1030827-12-3
(3S,4S,5E,7Z)-3-ethyl-7-iodo-10-[(4-methoxybenzyl)oxy]deca-1,5,7-trien-4-ol

: (3R,4R,5E,7Z)-10-(4-methoxybenzyloxy)-3-ethyl-7-iododeca-1,5,7-trien-4-ol

Guidance literature:: (Z)-pent-2-ene; With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; Inert atmosphere;

(2E,4Z)-4-iodo-7-[(4-methoxybenzyl)oxy]hepta-2,4-dienal; optical yield given as %ee; enantioselective reaction; Further stages;
DOI:10.1055/s-0029-1216930