(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

Base Information

Chemical Name:(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol
CAS No.:943144-60-3
Molecular Formula:C₃₁H₃₅NO₄S₂
Molecular Weight:549.755
Hs Code.:

Synonyms:(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

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Chemical Property of (2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

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Technology Process of (2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

There total 7 articles about (2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-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: 98.0%

: 943144-59-0
(2R,3S,4Z)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

: 149-30-4,118090-09-8
2-Mercaptobenzothiazole

: 943144-60-3
(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2007.03.152

Reference yield:

: 1576-96-1
(E)-2-penten-1-ol

: 943144-60-3
(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: L-(+)-DIPT; TBHP; MS 4 Angstroem / Ti(Oi-Pr)4 / CH₂Cl₂ / -20 °C

2: 39 percent / n-BuLi; Et₂AlCl / toluene / 44 h / -20 - 20 °C

3: 60 percent / PPTS / CH₂Cl₂ / 2 h / 20 °C

4: Zn; BrCH₂CH₂Br; LiCuBr₂ / ethanol / 22 h / Heating

5: DIBAlH / CH₂Cl₂ / 2 h / -100 °C

6: 98 percent / DEAD; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With tert.-butylhydroperoxide; n-butyllithium; L-(+)-diisopropyl tartrate; Br₂Cu^(1-)*Li⁽¹⁺⁾; MS 4 Angstroem; diethylaluminium chloride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; ethylene dibromide; triphenylphosphine; zinc; diethylazodicarboxylate; titanium(IV) isopropylate; In tetrahydrofuran; ethanol; dichloromethane; toluene; 1: Sharpless asymmetric epoxidation / 6: Mitsunobu conditions;
DOI:10.1016/j.tetlet.2007.03.152

Reference yield:

: 943144-56-7
(2R,3S)-3-ethyl-6-(4-methoxybenzyloxy)-4-hexyne-1,2-diol

: 943144-60-3
(2R,3S,4Z)-1-(benzothiazole-2-thio)-3-ethyl-2,6-bis(4-methoxybenzyloxy)-4-hexen-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / PPTS / CH₂Cl₂ / 2 h / 20 °C

2: Zn; BrCH₂CH₂Br; LiCuBr₂ / ethanol / 22 h / Heating

3: DIBAlH / CH₂Cl₂ / 2 h / -100 °C

4: 98 percent / DEAD; Ph₃P / tetrahydrofuran / 2 h / 20 °C

With Br₂Cu^(1-)*Li⁽¹⁺⁾; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; ethylene dibromide; triphenylphosphine; zinc; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; 4: Mitsunobu conditions;
DOI:10.1016/j.tetlet.2007.03.152