(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

Base Information

Chemical Name:(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one
CAS No.:1608473-12-6
Molecular Formula:C₂₉H₄₆O₈Si
Molecular Weight:550.765
Hs Code.:

Synonyms:(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

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Chemical Property of (5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

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Technology Process of (5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

There total 10 articles about (5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one 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:

: C₂₉H₄₈O₈Si

: 1608473-12-6
(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 25 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201301215

Reference yield:

: 1608472-94-1
(2R,3R,4S)-4-[(4-methoxybenzyl)oxy]pentane-1,2,3-triol

: 1608473-12-6
(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1.5 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 - 0 °C / Inert atmosphere

5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 2 h / -78 °C / Inert atmosphere

6.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 25 °C / Inert atmosphere

With 1H-imidazole; dmap; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1002/ejoc.201301215

Reference yield:

: (-)-(2E)-(4S)-ethyl 4-(p-methoxybenzyl)oxy-2-pentenoate

: 1608473-12-6
(5S,6S,10R)-10-allyl-5-{(S)-1-[(4-methoxybenzyl)oxy]ethyl}-6-(methoxymethoxy)-12,12,13,13-tetramethyl-2,4,11-trioxa-12-silatetradec-8-yn-7-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate / dichloromethane / 0.5 h / -20 °C / Inert atmosphere; Molecular sieve

2.2: 8 h / Inert atmosphere

3.1: sodium hydroxide / water; tert-butyl alcohol / 15 h / 70 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere

5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1.5 h / -78 °C / Inert atmosphere

7.2: 1 h / -78 - 0 °C / Inert atmosphere

8.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

8.2: 2 h / -78 °C / Inert atmosphere

9.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 0 - 25 °C / Inert atmosphere

With 1H-imidazole; titanium(IV) isopropylate; dmap; n-butyllithium; oxalyl dichloride; L-(+)-diisopropyl tartrate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; 2.1: |Sharpless Asymmetric Epoxidation / 2.2: |Sharpless Allylic Amination;
DOI:10.1002/ejoc.201301215