tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:903907-79-9
Molecular Formula:C₃₉H₅₂N₂O₆Si
Molecular Weight:672.937
Hs Code.:

Synonyms:tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

There total 11 articles about tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate 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:

: 4-[1-benzyloxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-3-oxo-butyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1779-49-3
Methyltriphenylphosphonium bromide

: 903907-79-9
tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 2h;

4-[1-benzyloxycarbonylamino-4-(tert-butyl-diphenyl-silanyloxy)-3-oxo-butyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; In tetrahydrofuran; at -78 - 20 ℃; for 2h;
DOI:10.1021/jo060633h

Reference yield:

: C₂₁H₃₆N₂O₄Si

: 903907-79-9
tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: dichloromethane / 0 °C / Inert atmosphere; Molecular sieve

2.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 0 °C / Inert atmosphere

3.1: ammonium cerium (IV) nitrate / acetonitrile; water / 0.08 h / 0 - 20 °C

4.1: sodium hydrogencarbonate / dichloromethane; acetonitrile; water / 20 - 30 °C

5.1: toluene-4-sulfonic acid / dichloromethane / 20 - 40 °C / Inert atmosphere

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 8 h

7.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

8.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

9.1: n-butyllithium / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

9.2: 2 h / -78 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; osmium(VIII) oxide; n-butyllithium; ammonium cerium (IV) nitrate; pyridine hydrofluoride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol; 1.1: |Grignard Reaction / 9.1: |Wittig Olefination / 9.2: |Wittig Olefination;
DOI:10.1016/j.tetlet.2018.12.021

Reference yield:

: 152491-85-5
(R)-[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester

: 903907-79-9
tert-butyl (R)-4-((S)-11,11-dimethyl-7-methylene-3-oxo-1,10,10-triphenyl-2,9-dioxa-4-aza-10-sila dodecan-5-yl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: titanium(IV) isopropylate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 2 h / 20 °C / Inert atmosphere; Molecular sieve

3.1: dichloromethane / 0 °C / Inert atmosphere; Molecular sieve

4.1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 0 °C / Inert atmosphere

5.1: ammonium cerium (IV) nitrate / acetonitrile; water / 0.08 h / 0 - 20 °C

6.1: sodium hydrogencarbonate / dichloromethane; acetonitrile; water / 20 - 30 °C

7.1: toluene-4-sulfonic acid / dichloromethane / 20 - 40 °C / Inert atmosphere

8.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 8 h

9.1: 1H-imidazole / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

10.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere

11.1: n-butyllithium / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

11.2: 2 h / -78 - 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; titanium(IV) isopropylate; osmium(VIII) oxide; n-butyllithium; ammonium cerium (IV) nitrate; pyridine hydrofluoride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol; 3.1: |Grignard Reaction / 11.1: |Wittig Olefination / 11.2: |Wittig Olefination;
DOI:10.1016/j.tetlet.2018.12.021