(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

Base Information

Chemical Name:(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate
CAS No.:181515-49-1
Molecular Formula:C₂₈H₄₅BO₃
Molecular Weight:440.474
Hs Code.:

Synonyms:(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

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Chemical Property of (S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

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Technology Process of (S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

There total 4 articles about (S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate 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:

: 181782-56-9
(S,S)-1,2-dicyclohexylethanediol (R)-[1-(benzyloxy)ethyl]boronate

: 181515-49-1
(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

Guidance literature:: Multi-step reaction with 4 steps

3.1: butyllithium / tetrahydrofuran / -100 °C

3.2: 47 g / zinc chloride / tetrahydrofuran / 36 h / -100 - 20 °C

4.1: 32.3 g / tetrahydrofuran / 48 h / -78 - 25 °C

With n-butyllithium; In tetrahydrofuran; 1.1: insertion / 2.1: Substitution / 3.1: Metallation / 3.2: insertion / 4.1: Substitution;
DOI:10.1021/jo960684m

Reference yield:

: (4S,5S)-2-((S)-2-Benzyloxy-1-chloro-propyl)-4,5-dicyclohexyl-[1,3,2]dioxaborolane

: 181515-49-1
(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

Guidance literature:: Multi-step reaction with 3 steps

2.1: butyllithium / tetrahydrofuran / -100 °C

2.2: 47 g / zinc chloride / tetrahydrofuran / 36 h / -100 - 20 °C

3.1: 32.3 g / tetrahydrofuran / 48 h / -78 - 25 °C

With n-butyllithium; In tetrahydrofuran; 1.1: Substitution / 2.1: Metallation / 2.2: insertion / 3.1: Substitution;
DOI:10.1021/jo960684m

Reference yield:

: 181515-48-0
(S,S)-1,2-dicyclohexylethanediol (1R,2S)-[2-(benzyloxy)-1-methylpropyl]boronate

: 181515-49-1
(S,S)-1,2-dicyclohexylethanediol (1R,2S,3S)-{[3-(benzyloxy)-2-methyl-1-ethyl]butyl}boronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: butyllithium / tetrahydrofuran / -100 °C

1.2: 47 g / zinc chloride / tetrahydrofuran / 36 h / -100 - 20 °C

2.1: 32.3 g / tetrahydrofuran / 48 h / -78 - 25 °C

With n-butyllithium; In tetrahydrofuran; 1.1: Metallation / 1.2: insertion / 2.1: Substitution;
DOI:10.1021/jo960684m