BOC-L-Isoleucine
- Product Name
- BOC-L-Isoleucine
- CAS No.
- 13139-16-7
- Chemical Name
- BOC-L-Isoleucine
- Synonyms
- BOC-ILE-OH;Boc-L-lle-OH;N-Boc-L-isoleucine;BOC-L-Ile;BOC-ISOLEUCINE;Boc-L-Isovaline;N-(tert-Butyloxycarbonyl)-L-isoleucine;Boc-lIe-OH;Boc-IIe-OH;Boc-Ile-OH1
- CBNumber
- CB4690221
- Molecular Formula
- C11H21NO4
- Formula Weight
- 231.29
- MOL File
- 13139-16-7.mol
BOC-L-Isoleucine Property
- Melting point:
- 66-69 °C(lit.)
- alpha
- 2 º (c=2,CH3COOH)
- Boiling point:
- 373.37°C (rough estimate)
- Density
- 1.1202 (rough estimate)
- refractive index
- 2.7 ° (C=2, AcOH)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Acetic Acid, DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.03±0.22(Predicted)
- color
- White to Off-White
- optical activity
- [α]20/D +2.7°, c = 2 in acetic acid
- Water Solubility
- Soluble in methanol. Insoluble in water.
- BRN
- 1711700
- CAS DataBase Reference
- 13139-16-7(CAS DataBase Reference)
- EPA Substance Registry System
- L-Isoleucine, N-[(1,1-dimethylethoxy)carbonyl]- (13139-16-7)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 24/25-36-26
- WGK Germany
- 3
- TSCA
- Yes
- HS Code
- 29241990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- 359653
- Product name
- Boc-Ile-OH
- Purity
- 98%
- Packaging
- 25g
- Price
- $128
- Updated
- 2025/07/31
- Product number
- B1186
- Product name
- N-(tert-Butoxycarbonyl)-L-isoleucine Hemihydrate
- Purity
- >99.0%(T)
- Packaging
- 5g
- Price
- $32
- Updated
- 2025/07/31
- Product number
- B1186
- Product name
- N-(tert-Butoxycarbonyl)-L-isoleucine Hemihydrate
- Purity
- >99.0%(T)
- Packaging
- 25g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- B657225
- Product name
- N-Boc-L-isoleucine
- Packaging
- 100g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- 458374
- Product name
- N-Boc-L-isoleucine
- Packaging
- 10g
- Price
- $312
- Updated
- 2021/12/16
BOC-L-Isoleucine Chemical Properties,Usage,Production
Chemical Properties
white fine crystalline powder
Uses
N-Boc-L-isoleucine is used to prepare BOC-L-isoleucine hydroxysuccinimide ester by using 1-hydroxybenzotriazole and 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis
Synthesis
73-32-5
24424-99-5
13139-16-7
GENERAL STEPS: L-isoleucine (1.31 g, 10 mmol, 1.0 equiv) was dissolved in 20.5 mL of 1 M NaOH solution and cooled in an ice bath. Di-tert-butyl dicarbonate (Boc2O, 2.62 g, 12 mmol, 1.2 equiv) dissolved in 7 mL of dioxane was added slowly. The reaction mixture was stirred at ambient temperature for 24 hours. Subsequently, the pH of the reaction solution was adjusted to 10 with 1 M NaOH and ether was added for phase separation. The aqueous phase was acidified to pH 2 with 1 M HCl and extracted with ethyl acetate (EtOAc). The combined organic phases were washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to give BOC-L-isoleucine as a colorless oil (2.20 g, 95% yield). IR (cm-1): 3292 (w), 2967 (m), 2934 (w), 2880 (w), 1713 (s), 1661 (m), 1504 (m), 1465 (w), 1394 (m), 1368 (s), 1242 (m), 1159 (s), 1121 (m), 1046 (m), 1019 (w), 857 (w), 778 857 (w), 778 (w), 657 (w). 1H NMR (500 MHz, CDCl3) δ: 0.94 (t, J = 7.3 Hz, 3H, H-6), 0.98 (d, J = 7 Hz, 3H, H-4), 1.15-1.29 (m, 1H, H-5a), 1.46 (s, 9H, H-9/10/11), 1.46-1.54 (m, partially overlapped, 1H, H-5b), 1.83-1.99 (m, 1H, H-3), 4.30 (dd, J = 8.9, 4.6 Hz, 1H, H-2), 5.02 (d, J = 8.9 Hz, 1H, NH). 13C NMR (125 MHz, CDCl3) δ: 11.8 (C-6), 15.7 (C-4), 25.0 (C-5), 28.5 (C-9/10/11), 37.9 (C-3), 58.0 (C-2), 80.2 (C-8), 155.9 (C-7), 177.2 (C-1). HRMS (ESI) m/z: [M-H]- calcd for C11H20NO4 230.13868, found 230.13926. [α]20D +3.6 (c 2.00, CH3OH) (Lit [3]: [α]25D +3.8 (c 1.01, CH3OH)).
References
[1] Tetrahedron Letters, 2005, vol. 46, # 38, p. 6537 - 6540
[2] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 17, p. 6340 - 6350
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 14, p. 3573 - 3586
[4] Tetrahedron, 1992, vol. 48, # 37, p. 8007 - 8022
[5] Tetrahedron, 2006, vol. 62, # 31, p. 7274 - 7283
BOC-L-Isoleucine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BOC-L-Isoleucine manufacturers
- Product
- Boc-Ile-OH 13139-16-7
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T
- Release date
- 2023-11-16
- Product
- BOC-L-Isoleucine 13139-16-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2018-08-09