(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

Base Information

Chemical Name:(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate
CAS No.:1388144-82-8
Molecular Formula:C₂₆H₃₈O₅Si
Molecular Weight:458.67
Hs Code.:

Synonyms:(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

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Chemical Property of (2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

There total 8 articles about (2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate 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: 78.0%

: 1388144-81-7
(R,E)-ethyl 7-tert-butyldiphenylsilanyloxyoct-2-enoate

: 1388144-82-8
(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

Guidance literature:: With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2012.05.017

Reference yield:

: 131375-69-4
5-((4-methoxybenzyl)oxy)pentanal

: 1388144-82-8
(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: magnesium / diethyl ether / Reflux

1.2: 2 h / -78 - 20 °C

1.3: Cooling

2.1: chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl) ruthenium (II); potassium tert-butylate; sodium carbonate / toluene / 6 h / 20 °C / Inert atmosphere

3.1: methanol; potassium carbonate / 2 h / 20 °C

4.1: 1H-imidazole / dichloromethane / 20 °C

5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

6.2: -78 - 20 °C

7.1: sodium hydride / diethyl ether; mineral oil / 0.17 h / -5 °C

7.2: 4 h / -5 - 20 °C

8.1: AD-mix-β; methanesulfonamide / water; tert-butyl alcohol

With 1H-imidazole; methanol; chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl) ruthenium (II); oxalyl dichloride; methanesulfonamide; AD-mix-β; potassium tert-butylate; sodium hydride; sodium carbonate; potassium carbonate; magnesium; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water; toluene; mineral oil; tert-butyl alcohol; 6.1: Swern oxidation / 6.2: Swern oxidation / 7.2: Horner-Wadsworth-Emmons olefination / 8.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2012.05.017

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 1388144-82-8
(2S,3R,7R)-ethyl 2,3-dihydroxy-7-(tert-butyldiphenylsilanyloxy)octanoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / -78 °C

2.2: -78 °C

3.1: magnesium / diethyl ether / Reflux

3.2: 2 h / -78 - 20 °C

3.3: Cooling

4.1: chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl) ruthenium (II); potassium tert-butylate; sodium carbonate / toluene / 6 h / 20 °C / Inert atmosphere

5.1: methanol; potassium carbonate / 2 h / 20 °C

6.1: 1H-imidazole / dichloromethane / 20 °C

7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / 20 °C

8.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

8.2: -78 - 20 °C

9.1: sodium hydride / diethyl ether; mineral oil / 0.17 h / -5 °C

9.2: 4 h / -5 - 20 °C

10.1: AD-mix-β; methanesulfonamide / water; tert-butyl alcohol

With 1H-imidazole; methanol; chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl) ruthenium (II); oxalyl dichloride; methanesulfonamide; AD-mix-β; potassium tert-butylate; sodium hydride; sodium carbonate; potassium carbonate; magnesium; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; mineral oil; tert-butyl alcohol; 2.1: Swern oxidation / 2.2: Swern oxidation / 8.1: Swern oxidation / 8.2: Swern oxidation / 9.2: Horner-Wadsworth-Emmons olefination / 10.1: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2012.05.017