(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

Base Information

Chemical Name:(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol
CAS No.:1430205-04-1
Molecular Formula:C₆₀H₅₂N₂O₅S
Molecular Weight:913.149
Hs Code.:

(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

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Chemical Property of (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

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Technology Process of (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

There total 7 articles about (2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-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%

: 1430205-01-8
5-(2-(7-(diphenylamino)-9,9-dimethyl-fluoren-2-yl)benzothiazol-6-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 1430205-04-1
(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

Guidance literature:: With pyridine; N-ethyl-N,N-diisopropylamine; at 20 ℃; for 3h; Inert atmosphere; Darkness;
DOI:10.1021/ja4004393

Reference yield:

: 28320-32-3
2,7-dibromo-9,9-dimethyl-9H-fluorene

: 1430205-04-1
(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 2 h / 20 °C

2.1: caesium carbonate; palladium diacetate; tri-tert-butyl phosphine / toluene / 24.5 h / Inert atmosphere; Reflux

3.1: toluene-4-sulfonic acid / toluene / 48 h / Reflux

4.1: N-Methyldicyclohexylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; tetrabutylammomium bromide / 1,4-dioxane / 38 h / 90 °C / Inert atmosphere

4.2: 1 h / 0 °C

4.3: 1 h / -10 °C

5.1: N-ethyl-N,N-diisopropylamine; pyridine / 3 h / 20 °C / Inert atmosphere; Darkness

With pyridine; n-butyllithium; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; tri-tert-butyl phosphine; N-Methyldicyclohexylamine; tetrabutylammomium bromide; palladium diacetate; caesium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; toluene; 4.1: |Heck Reaction;
DOI:10.1021/ja4004393

Reference yield:

: 944940-90-3
7-bromo-9,9-dimethyl-9H-fluorene-2-carbaldehyde

: 1430205-04-1
(2R,3S,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2-(7-(diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)benzo[d]thiazol-6-yl)tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate; palladium diacetate; tri-tert-butyl phosphine / toluene / 24.5 h / Inert atmosphere; Reflux

2.1: toluene-4-sulfonic acid / toluene / 48 h / Reflux

3.1: N-Methyldicyclohexylamine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; tetrabutylammomium bromide / 1,4-dioxane / 38 h / 90 °C / Inert atmosphere

3.2: 1 h / 0 °C

3.3: 1 h / -10 °C

4.1: N-ethyl-N,N-diisopropylamine; pyridine / 3 h / 20 °C / Inert atmosphere; Darkness

With pyridine; bis(tri-tert-butylphosphine)palladium⁽⁰⁾; tri-tert-butyl phosphine; N-Methyldicyclohexylamine; tetrabutylammomium bromide; palladium diacetate; caesium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; toluene; 3.1: |Heck Reaction;
DOI:10.1021/ja4004393