Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester
CAS No.:780769-12-2
Molecular Formula:C₂₄H₃₃NO₆SSi
Molecular Weight:491.681
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Suppliers and Price of Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

There total 7 articles about Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester 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: 75.0%

: 780769-15-5
(4S,5S)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-but-2-ynyl]-4-(4-hydroxy-but-1-ynyl)-oxazolidin-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 780769-12-2
Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Guidance literature:: With pyridine; at 20 ℃; for 5h;
DOI:10.1002/anie.200460058

Reference yield:

: 780769-10-0
(4S,5S)-5-Hydroxymethyl-4-[4-(4-methoxy-benzyloxy)-but-1-ynyl]-oxazolidin-2-one

: 780769-12-2
Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 °C / Moffatt-Swern oxidation

1.2: 50 percent / zinc chloride / tetrahydrofuran / -78 - 2 °C

2.1: 75 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

3.1: 93 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 0 - 20 °C

4.1: 75 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1002/anie.200460058

Reference yield:

: Allyl-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-pent-2-ynyl]-amine

: 780769-12-2
Toluene-4-sulfonic acid 4-{(4S,5S)-5-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-2-ynyl]-2-oxo-oxazolidin-4-yl}-but-3-ynyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: Pd(dba)2; 1,4-bis(diphenylphosphanyl)butane; 2-thiosalicylic acid / tetrahydrofuran / 0.67 h / 60 °C

1.2: 99 percent / aq. sodium bicarbonate / tetrahydrofuran / 0.5 h / 20 °C

2.1: p-toluenesulfonic acid monohydrate / methanol / 12 h

2.2: 88 percent / aq. potassium carbonate / methanol / 20 °C

3.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 °C / Moffatt-Swern oxidation

3.2: 50 percent / zinc chloride / tetrahydrofuran / -78 - 2 °C

4.1: 75 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

5.1: 93 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 0 - 20 °C

6.1: 75 percent / pyridine / 5 h / 20 °C

With pyridine; 1H-imidazole; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; Thiosalicylic acid; triethylamine; 1,4-di(diphenylphosphino)-butane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/anie.200460058