(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

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Chemical Name:(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol
CAS No.:174272-18-5
Molecular Formula:C₃₁H₄₁NO₆SSi
Molecular Weight:583.821
Hs Code.:

Synonyms:(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

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Chemical Property of (R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

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Technology Process of (R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

There total 8 articles about (R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol 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: 97.3%

: 174272-17-4
(3aR,6R,6aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-3-(toluene-4-sulfonyl)-tetrahydro-furo[3,4-d]oxazol-4-one

: 174272-18-5
(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol; water; for 2h; Ambient temperature;
DOI:10.1016/0008-6215(95)00261-8

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 174272-18-5
(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 93.8 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 96.3 percent / p-TsOH*H₂O / toluene / 1 h / Heating

3: 97.3 percent / NaBH₄ / tetrahydrofuran; ethanol; H₂O / 2 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00261-8

Reference yield:

: 163356-94-3
1,6-anhydro-3-deoxy-2-O-pivaloyl-3-p-toluenesulfonamido-β-D-altropyranose

: 174272-18-5
(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-[(4S,5S)-4-hydroxymethyl-2,2-dimethyl-3-(toluene-4-sulfonyl)-oxazolidin-5-yl]-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1: 96.5 percent / p-TsOH*H₂O / toluene / 1 h / Heating

2: 93.5 percent / aq. NaOH / methanol / 13.5 h / Ambient temperature

3: 96.2 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -78 °C

4: 1.) AcOOH, AcOH, 2.) Me₂S, 3.) conc. HCl

5: 93.8 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

6: 96.3 percent / p-TsOH*H₂O / toluene / 1 h / Heating

7: 97.3 percent / NaBH₄ / tetrahydrofuran; ethanol; H₂O / 2 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; peracetic acid; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(95)00261-8