[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester
![[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester Structure](CAS/GIF/185692-85-7.gif)
- CAS No.
- 185692-85-7
- Chemical Name:
- [(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester
- Synonyms
- tert-butyl (S)-(1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate;(S)-Tert-Butyl (1-((Tert-Butyldimethylsilyl)Oxy)-3-Hydroxypropan-2-Yl)Carbamate;tert-butyl N-[(2S)-1-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropan-2-yl]carbamate;[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester;Carbamic acid, N-[(1S)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]-, 1,1-dimethylethyl ester
- CBNumber:
- CB72652390
- Molecular Formula:
- C14H31NO4Si
- Molecular Weight:
- 305.49
- MDL Number:
- MFCD28403204
- MOL File:
- 185692-85-7.mol
- MSDS File:
- SDS
[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester Properties
| Boiling point | 377.3±37.0 °C(Predicted) |
|---|---|
| Density | 0.979±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Oil |
| pka | 11.57±0.46(Predicted) |
| color | Pale Yellow |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P280-P305+P351+P338 |
[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | TRC-B691805-5G | [(1S)-2-[[(tert-Butyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]-carbamic Acid tert-Butyl Ester | 185692-85-7 | 5g | $984 | 2026-06-03 | Buy |
| TRC | TRC-B691805-500MG | [(1S)-2-[[(tert-Butyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]-carbamic Acid tert-Butyl Ester | 185692-85-7 | 500mg | $128 | 2026-06-03 | Buy |
| Usbiological | 005350 | [(1S)-2-[[(tert-Butyl)dimethylsilyl]oxy]-1-(hydroxymethyl)ethyl]-carbamic Acid tert-Butyl Ester | 185692-85-7 | 500mg | $509 | 2026-06-03 | Buy |
| Matrix Scientific | 293685 | (S)-tert-Butyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate | 185692-85-7 | 250.00mg | $198 | 2026-05-19 | Buy |
| Matrix Scientific | 293685 | (S)-tert-Butyl (1-((tert-butyldimethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate | 185692-85-7 | 1.00g | $550 | 2026-05-19 | Buy |
[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester Chemical Properties, Uses, Production
Chemical Properties
Pale Yellow Oil
Uses
Intermediate in the synthesis of Chloramphenicol (C325030).
Synthesis
112418-19-6
![[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester](/CAS/GIF/185692-85-7.gif)
185692-85-7
The general procedure for the synthesis of tert-butyl (S)-((1-((tert-butyldimethylmethylsilyl)oxy)-3-hydroxypropan-2-yl)carbamate, using the compound (CAS:112418-19-6) as a starting material, was as follows: to a solution of tetrahydrofuran (THF, 150 ml) of the product obtained in step 3 (16.5 g, 45.6 mmol) was slowly added a 2 M THF solution of lithium borohydride (37.1 ml). The reaction mixture was stirred at room temperature for 2.5 hours. After completion of the reaction, the reaction was quenched with saturated ammonium chloride (NH4Cl) solution and extracted with ethyl acetate (EtOAc, 2 x 250 ml). The combined organic layers were washed sequentially with saturated ammonium chloride solution (100 ml), saturated sodium bicarbonate solution and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the target product (14.5 g, 100% yield). Mass spectrometry (MS) analysis showed m/e 306 (M + H)+.
References
[1] Patent: WO2006/14762, 2006, A1. Location in patent: Page/Page column 42
[2] Patent: WO2006/14944, 2006, A1. Location in patent: Page/Page column 32
[3] European Journal of Organic Chemistry, 2013, # 31, p. 7145 - 7151
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4204 - 4219
[5] Patent: WO2008/86122, 2008, A2. Location in patent: Page/Page column 68
[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester Preparation Products And Raw materials
Raw materials
Preparation Products
[(1S)-2-[[(tert-Butyl)diMethylsilyl]oxy]-1-(hydroxyMethyl)ethyl]-carbaMic Acid tert-Butyl Ester Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
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