BOC-HYP-OL
- Product Name
- BOC-HYP-OL
- CAS No.
- 61478-26-0
- Chemical Name
- BOC-HYP-OL
- Synonyms
- TERT-BUTYL (2S,4R)-4-HYDROXY-2-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE; 61478-26-0;(2S,4R)-tert-butyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate;BOC-HYP-OL;Boc-Hydroxyprolinol;BOC-HYP-OL USP/EP/BP;BOC-PRO(4-HYDROXY)-OL;Boc-L-hydroxyprolinol;Boc-trans-4-hydroxy-L;(-)-N-BOC-L-4-HYDROXYPROLINOL
- CBNumber
- CB2110415
- Molecular Formula
- C10H19NO4
- Formula Weight
- 217.26
- MOL File
- 61478-26-0.mol
BOC-HYP-OL Property
- Melting point:
- 81-86 °C (lit.)
- alpha
- -47o (C=1 IN CHLOROFORM)
- Boiling point:
- 340.3±27.0 °C(Predicted)
- Density
- 1.190±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 14.57±0.40(Predicted)
- color
- White
- optical activity
- [α]20/D 47°, c = 1 in chloroform
- Sensitive
- Air Sensitive
- InChI
- InChI=1S/C10H19NO4/c1-10(2,3)15-9(14)11-5-8(13)4-7(11)6-12/h7-8,12-13H,4-6H2,1-3H3/t7-,8+/m0/s1
- InChIKey
- UFJNFQNQLMGUTQ-JGVFFNPUSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)C[C@H](O)C[C@H]1CO
- CAS DataBase Reference
- 61478-26-0(CAS DataBase Reference)
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 546992
- Product name
- Boc-trans-4-hydroxy-L-prolinol
- Purity
- 96%
- Packaging
- 1g
- Price
- $62.3
- Updated
- 2023/06/20
- Product number
- B3662
- Product name
- (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(hydroxymethyl)pyrrolidine
- Purity
- >96.0%(GC)
- Packaging
- 1g
- Price
- $43
- Updated
- 2025/07/31
- Product number
- B3662
- Product name
- (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(hydroxymethyl)pyrrolidine
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $163
- Updated
- 2025/07/31
- Product number
- H942835
- Product name
- (2S,4R)-4-Hydroxy-2-(hydroxymethyl)-1-pyrrolidinecarboxylicAcidtert-ButylEster
- Packaging
- 100mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 41653
- Product name
- (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(hydroxymethyl)pyrrolidine,96%(GC)
- Purity
- 96%(GC)
- Packaging
- 1G
- Price
- $59.36
- Updated
- 2021/12/16
BOC-HYP-OL Chemical Properties,Usage,Production
Chemical Properties
Viscous Oil
Uses
BOC-HYP-OL is a useful reactant used in the preparation of 4-purinylpyrrolidine nucleosides, kinase inhibitors and antibacterial agents.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
74844-91-0
61478-26-0
Under argon protection, 1-tert-butyl 2-methyl-(2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (5.0 g, 20.41 mmol) was dissolved in THF (100 mL), cooled to -16 °C and stirred. LiAlH4 (1 M solution of THF, 21 mL, 21 mmol) was added slowly and dropwise over 5 min and precipitate formation was observed in the reaction. THF (50 mL) was subsequently added to destroy the precipitate. The reaction mixture was gradually warmed to 0 °C with stirring for 3.5 hours. Upon completion of the reaction, the reaction was quenched with EtOAc (5 mL) and stirring was continued for 30 minutes. Then, an excess of Rochelle's salt solution (100 mL) was carefully added, and the mixture was warmed to room temperature and stirred for an additional 1 hour. The mixture was extracted twice with CH2Cl2 (100 mL), the organic phases were combined, dried with MgSO4, filtered and concentrated under reduced pressure to remove the solvent. The product was purified by column chromatography (eluent: 10% MeOH/CH2Cl2) to give Intermediate 19 in quantitative yield.1H NMR (300 MHz, DMSO-d6) δ: 4.82 (br s, 1H), 4.64 (br d, J = 5.5 Hz, 1H), 4.20 (sxt, J = 4.2 Hz, 1H), 3.75 (br s , 1H), 3.16-3.50 (m, 4H), 1.85-2.02 (m, 1H), 1.80 (br s, 1H), 1.39 (s, 9H).
References
[1] Patent: WO2017/29521, 2017, A1. Location in patent: Page/Page column 37
[2] Journal of Medicinal Chemistry, 1991, vol. 34, # 9, p. 2787 - 2797
[3] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 1, p. 56 - 60
[4] Patent: US2014/256016, 2014, A1. Location in patent: Paragraph 0024; 0025
[5] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1989, vol. 28, # 1-11, p. 294 - 296
BOC-HYP-OL Preparation Products And Raw materials
Raw materials
Preparation Products
BOC-HYP-OL Suppliers
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View Lastest Price from BOC-HYP-OL manufacturers
- Product
- BOC-HYP-OL 61478-26-0
- Price
- US $60.00-500.00/g
- Min. Order
- 5g
- Purity
- 99%
- Supply Ability
- 50
- Release date
- 2024-07-10
- Product
- BOC-HYP-OL 61478-26-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 2kg
- Release date
- 2018-08-16