BOC-ALA-N(OCH3)CH3
- Product Name
- BOC-ALA-N(OCH3)CH3
- CAS No.
- 87694-49-3
- Chemical Name
- BOC-ALA-N(OCH3)CH3
- Synonyms
- EOS-60721;Boc-Ala-N-O;Boc-Ala-NMe(OMe);BOC-ALA-N(OCH3)CH3;Boc-L-Ala-N(OCH3)CH3;BOC-ALA-N(OCH3)CH3 USP/EP/BP;BOC-L-ALANINE N-METHOXY-N-METHYL AMIDE;Boc-L-alanine-N'-methoxy-N'-carboxamide;N-Boc-L-alanine N'-Methoxy-N'-methylamide;(S)-2-(Boc-aMino)-N-Methoxy-N-MethylpropanaMide
- CBNumber
- CB4327015
- Molecular Formula
- C10H20N2O4
- Formula Weight
- 232.28
- MOL File
- 87694-49-3.mol
BOC-ALA-N(OCH3)CH3 Property
- Melting point:
- 148-153 °C (lit.)
- Density
- 1.070
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- 11.19±0.46(Predicted)
- form
- Crystalline Powder or Powder
- color
- White to off-white
- optical activity
- [α]24/D 26°, c = 1 in methanol
- InChI
- InChI=1/C10H20N2O4/c1-7(8(13)12(5)15-6)11-9(14)16-10(2,3)4/h7H,1-6H3,(H,11,14)/t7-/s3
- InChIKey
- PWQIGBOSLQHOBT-ZETCQYMHSA-N
- SMILES
- C(OC(C)(C)C)(=O)N[C@@H](C)C(N(OC)C)=O |&1:8,r|
Safety
- WGK Germany
- 3
- HS Code
- 2924297099
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.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 458457
- Product name
- N-(tert-Butoxycarbonyl)-L-alanine N′-methoxy-N′-methylamide
- Purity
- 98%
- Packaging
- 5g
- Price
- $85
- Updated
- 2023/06/20
- Product number
- B6019
- Product name
- N-(tert-Butoxycarbonyl)-L-alanine N'-Methoxy-N'-methylamide
- Packaging
- 1G
- Price
- $34
- Updated
- 2025/07/31
- Product number
- B6019
- Product name
- N-(tert-Butoxycarbonyl)-L-alanine N'-Methoxy-N'-methylamide
- Packaging
- 5G
- Price
- $114
- Updated
- 2025/07/31
- Product number
- B703600
- Product name
- tert-ButylN-[(1S)-2-[methoxy(methyl)amino]-1-methyl-2-oxoethyl]carbamate
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 264810
- Product name
- Boc-L-alanine N-methoxy-N-methyl amide
- Packaging
- 2g
- Price
- $358
- Updated
- 2021/12/16
BOC-ALA-N(OCH3)CH3 Chemical Properties,Usage,Production
Chemical Properties
White solid
Uses
Reduced by LiAlH4 to give the corresponding Boc-amino acid aldehyde.
Uses
α-Amino Weinreb amide.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
15761-38-3
6638-79-5
146553-06-2
1. In a 100 mL oven-dried round-bottomed flask, N-tert-butoxycarbonyl-L-alanine (3.0 g, 15.8 mmol), anhydrous dichloromethane (60 mL), and N,N-diisopropylethylamine (2.5 mL, 14.2 mmol) were added, and the mixture was cooled to 0 °C. 2. 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (3.7 g, 19.0 mmol) and 1-hydroxybenzotriazole (2.6 g, 19.0 mmol) were added sequentially at 0 °C and stirred for 10 min. 3. N,O-dimethylhydroxylamine hydrochloride (1.9 g, 19.0 mmol) and N,N-diisopropylethylamine (3.3 mL, 19.0 mmol) were added, and stirring was continued for 1 hr at 0 °C, then the reaction was raised to 25 °C for 16 hr. 4. After completion of the reaction, the reaction mixture was diluted with dichloromethane (300 mL) and the organic layer was washed sequentially with 2N hydrochloric acid (3 x 180 mL), saturated sodium bicarbonate solution (2 x 180 mL) and brine (2 x 180 mL). 5. The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give a white solid product (3.6 g, 99% yield). 6. The above product (3.7 g, 15.8 mmol) was dissolved in anhydrous tetrahydrofuran (100 mL) and cooled to 0°C. The product was added to the mixture. 7. Lithium aluminum hydride (660 mg, 17.4 mmol) was added and stirred for 20 min. 8. Upon completion of the reaction, the organic layer was quenched with 5% hydrochloric acid solution, evaporated and the aqueous phase was extracted with ethyl acetate (3 x 30 mL). 9. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give N-(tert-butoxycarbonyl)-L-alanine-N-methoxy-N-methylamide white solid (2.6 g, 94% yield).
References
[1] Angewandte Chemie - International Edition, 2013, vol. 52, # 34, p. 8957 - 8960
[2] Angew. Chem., 2013, vol. 125, # 34, p. 9126 - 9129,4
[3] Journal of Labelled Compounds and Radiopharmaceuticals, 2014, vol. 57, # 4, p. 275 - 278
[4] Organic Letters, 2002, vol. 4, # 16, p. 2665 - 2668
[5] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 15, p. 3582 - 3586
BOC-ALA-N(OCH3)CH3 Preparation Products And Raw materials
Raw materials
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View Lastest Price from BOC-ALA-N(OCH3)CH3 manufacturers
- Product
- BOC-ALA-N(OCH3)CH3 87694-49-3
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-03