(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.: 108149-63-9
Chemical Name: (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms: (R)-3-Boc-2,2-Dimethyl-4-hydroxymethyloxazolidine;(R)-n-boc-2,2-dimethyl-4-hydroxymethyloxaz olidine;(R)-1-Boc-2,2-DiMethyl-4-hydroxyMethyl-oxazolidine;(R)-N-Boc-4-(hydroxyMethyl)-2,2-diMethyloxazolidine;N-[(1,1-DiMethylethoxy)carbonyl]-N,O-isopropylidene-L-serinol;(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC AC...;R)-3-tert-Butyloxycarbonyl-2,2-dimethyl-4-hydroxymethyloxazolidine;(R)-tert-butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate;tert-butyl (R)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate;1,1-Dimethylethyl-(R)-4-hydroxymethyl-2,2-dimethyl-3-oxazolidinecarboxylate
CBNumber: CB91009223
Molecular Formula: C11H21NO4
Formula Weight: 231.29
MOL File: 108149-63-9.mol

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(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:: 314.1±27.0 °C(Predicted)
Density: 1.075±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 14.54±0.10(Predicted)
Appearance: Colorless to light yellow Liquid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Activate Scientific

Product number: AS27178
Product name: (R)-N-Boc-4-(hydroxymethyl)-2,2-dimethyloxazolidine
Purity: 97+% ee
Packaging: 1g
Price: $191
Updated: 2021/12/16

AK Scientific

Product number: Z7199
Product name: (R)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylicacidtert-butylester
Packaging: 5g
Price: $443
Updated: 2021/12/16

Activate Scientific

Product number: AS27178
Product name: (R)-N-Boc-4-(hydroxymethyl)-2,2-dimethyloxazolidine
Purity: 97+% ee
Packaging: 5G
Price: $479
Updated: 2021/12/16

AK Scientific

Product number: Z7199
Product name: (R)-4-Hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylicacidtert-butylester
Packaging: 10g
Price: $757
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0068403
Product name: 1,1-DIMETHYLETHYL-(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-3-OXAZOLIDINECARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $822.24
Updated: 2021/12/16

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(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

95715-86-9

108149-63-9

To a solution of (R)-(-)-3-BOC-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine (435 mg, 1.678 mmol) in tetrahydrofuran (THF, 5 mL) was slowly added 1 M lithium aluminum hydride (LiAlH4, 5 mL, 5.033 mmol) at 0 °C under nitrogen atmosphere. The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, it was sequentially quenched with water and 10% sodium hydroxide (NaOH) solution and filtered through diatomaceous earth. The filtrate was diluted with ethyl acetate (EtOAc) and washed with saturated brine, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The resulting residue was purified by fast column chromatography using 5:1 hexane/ethyl acetate as eluent to afford tert-butyl (R)-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylate (383 mg, 99%) as a white solid. Under nitrogen atmosphere, tert-butyl (R)-4-hydroxymethyl-2,2-dimethyl-oxazolidine-3-carboxylate (383 mg, 1.656 mmol) was dissolved in anhydrous pyridine (4 mL), and toluenesulfonyl chloride (TsCl, 631 mg, 3.312 mmol) was slowly added at 0 °C. The reaction mixture was stirred for 24 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, diluted with ethyl acetate (EtOAc) and washed with saturated brine, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated. The product was recrystallized by ethyl acetate-hexane to afford (R)-N-Boc-2,2-dimethyl-4-(hydroxymethyl)oxazolidine (554 mg, 87%). 1H-NMR (300 MHz, CDCl3): δ 1.40 (s, 9H), 1.54 (s, 3H), 2.45 (s, 3H), 3.78-4.20 (m, 5H), 7.40 (d, 2H), 7.81 (d, 2H). MS (ESI+): m/z 408 ([M + Na]+).

References

[1] Patent: WO2005/87700, 2005, A2. Location in patent: Page/Page column 322
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 2067 - 2072
[3] Organic Syntheses, 2000, vol. 77, p. 64 - 64
[4] Patent: CN105636956, 2016, A. Location in patent: Paragraph 0240; 0241
[5] Patent: WO2009/53277, 2009, A1. Location in patent: Page/Page column 93-94

(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER Suppliers

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View Lastest Price from (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER manufacturers

Career Henan Chemical Co

Product: R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER 108149-63-9
Price: US $6.60/KG
Min. Order: 500g
Purity: 98%
Supply Ability: 1KG, 50KG, 100KG
Release date: 2019-12-25

108149-63-9, (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:

(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER tert-butyl (4R,5R)-4-(hydroxymethyl)-2,2,5-trimethyl-1,3-oxazolidine-3-carboxylate (S)-3-(TERT-BUTOXYCARBONYL)-2,2-DIMETHYLOXAZOLIDINE-4-CARBOXYLIC ACID RARECHEM AL BP 0443 (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE ((S)-3-(TERT-BUTOXYCARBONYL)-2,2-DIMETHYLOXAZOLIDIN-4-YL)METHYL 4-METHYLBENZENESULFONATE

(R)-tert-butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

(4R)-4-(Hydroxymethyl)-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester

(R)-n-boc-2,2-dimethyl-4-hydroxymethyloxaz olidine

(R)-3-Boc-2,2-Dimethyl-4-hydroxymethyloxazolidine

tert-butyl (4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

N-[(1,1-DiMethylethoxy)carbonyl]-N,O-isopropylidene-L-serinol

1,1-Dimethylethyl-(R)-4-hydroxymethyl-2,2-dimethyl-3-oxazolidinecarboxylate

(R)-N-Boc-4-(hydroxyMethyl)-2,2-diMethyloxazolidine

(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER-3

(R)-1,1-Dimethylethyl-4-hydroxylmethyl-2,2- dimethyl-3-oxazolidinecarboxylate

(R)-1-Boc-2,2-DiMethyl-4-hydroxyMethyl-oxazolidine

3-Oxazolidinecarboxylic acid, 4-(hydroxymethyl)-2,2-dimethyl-, 1,1-dimethylethyl ester, (4R)-

1,1-Dimethylethyl (4R)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylate

(R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC AC...

tert-butyl (R)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

R)-3-tert-Butyloxycarbonyl-2,2-dimethyl-4-hydroxymethyloxazolidine

108149-63-9