2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

Base Information

Chemical Name:2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester
CAS No.:253882-06-3
Molecular Formula:C₃₃H₄₉NO₄Si₂
Molecular Weight:579.927
Hs Code.:

2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

Synonyms:2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

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Chemical Property of 2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

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Technology Process of 2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

There total 5 articles about 2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-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: 94.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 253882-09-6
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-4-hydroxy-6-trimethylsilanyl-hex-5-ynyl ester

: 253882-06-3
2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; Heating;
DOI:10.1021/jo991095u

Reference yield:

: 205068-09-3
4-oxobutyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

: 253882-06-3
2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / n-BuLi / tetrahydrofuran / -78 - -18 °C

2: 82 percent / PCC; NaOAc / CH₂Cl₂ / 20 °C

3: (S)-Alpine-borane / tetrahydrofuran / 20 °C

4: 94 percent / Et₃N; DMAP / CH₂Cl₂ / Heating

With dmap; n-butyllithium; (-)-(S)-alpine-borane; sodium acetate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Oxidation / 3: Reduction / 4: Substitution;
DOI:10.1021/jo991095u

Reference yield:

: (4-hydroxybutyl) 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate

: 253882-06-3
2,2,4,4-tetramethyl-oxazolidine-3-carboxylic acid 4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyl-hex-5-ynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 96 percent / n-BuLi / tetrahydrofuran / -78 - -18 °C

3: 82 percent / PCC; NaOAc / CH₂Cl₂ / 20 °C

4: (S)-Alpine-borane / tetrahydrofuran / 20 °C

5: 94 percent / Et₃N; DMAP / CH₂Cl₂ / Heating

With dmap; n-butyllithium; oxalyl dichloride; (-)-(S)-alpine-borane; sodium acetate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; 1: Swern oxidation / 2: Addition / 3: Oxidation / 4: Reduction / 5: Substitution;
DOI:10.1021/jo991095u