ChemicalBook > CAS DataBase List > BOC-HYP-OL

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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29339900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
546992
Product name
Boc-trans-4-hydroxy-L-prolinol
Purity
96%
Packaging
1g
Price
$62.3
Updated
2023/06/20
TCI Chemical
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
TCI Chemical
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
TRC
Product number
H942835
Product name
(2S,4R)-4-Hydroxy-2-(hydroxymethyl)-1-pyrrolidinecarboxylicAcidtert-ButylEster
Packaging
100mg
Price
$50
Updated
2021/12/16
Chem-Impex
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
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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

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View Lastest Price from BOC-HYP-OL manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
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
Career Henan Chemical Co
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

61478-26-0, BOC-HYP-OLRelated Search:


  • TERT-BUTYL (2S,4R)-4-HYDROXY-2-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
  • (-)-N-BOC-L-4-HYDROXYPROLINOL
  • N-BOC-TRANS-4-HYDROXY-L-PROLINOL
  • N-T-BUTOXYCARBONYL-TRANS-4-HYDROXY-L-PROLINOL
  • BOC-HYP-OL
  • BOC-PRO(4-HYDROXY)-OL
  • BOC-TRANS-4-HYDROXY-L-PROLINOL
  • 1-Pyrrolidinecarboxylic acid, 4-hydroxy-2-(hydroxymethyl)-, 1,1-dimethylethyl ester, (2S,4R)-
  • 1-BOC-TRANS-4-HYDROXY-L-PROLINOL
  • (2S,4R)-4-Hydroxy-2-hydroxymethyl-1-pyrrolidinecarboxylic acid tert-butyl ester
  • (2S,4R)-tert-butyl-4-hydroxy-2-(hydroxymethyl)carboxylat
  • (2S,4R)-tert-butyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
  • Boc-L-hydroxyprolinol
  • N-tert-Butoxycarbonyl-trans-4-hydroxy-L-prolinol
  • (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(hydroxyMethyl)pyrrolidine
  • (2S,4R)-tert-butyl 4-hydroxy-2-(hydroxyMethyl)pyrrolidine-1-carb
  • tert-Butyl 2-hydroxy-2-((2S,4R)-4-hydroxypyrrolidin-2-yl)acetate
  • (2S,4R)-1-Boc-4-hydroxy-2-(hydroxymethyl)pyrrolidine
  • (2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine, N-BOC protected
  • trans-4-Hydroxy-L-prolinol, N-BOC protected, tert-Butyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate
  • 1-Pyrrolidinecarboxylicacid, 4-hydroxy-2-(hydroxymethyl)-
  • 61478-26-0
  • (2S,4R)-tert-butyl-4-hydroxy-2-(hydroxymethyl)carboxylate
  • (4R)-1-Boc-4-hydroxy-L-prolinol
  • (2S,4R)-N-Boc-4-hydroxy-2-(hydroxymethyl)pyrrolidine
  • (2S,4R)-1-(tert-Butoxycarbonyl)-4-hydroxy-2-(hydroxymethyl)pyrrolidine &gt
  • Boc-trans-4-hydroxy-L
  • (2S,4R)-1-BOC-4-HYDROXY-2-(HYDROXYMETHYL)PYRROLINE
  • (2S,4R)-4-Hydroxy-2-(hydroxymethyl)pyrrolidine
  • BOC-HYP-OL USP/EP/BP
  • Boc-Hydroxyprolinol
  • (2S,4R)-N-Boc-2-hydroxymethyl-4-hydroxy-prrolidine
  • 1,1-Dimethylethyl (2S,4R)-4-hydroxy-2-(hydroxymethyl)-1-pyrrolidinecarboxylate
  • (2S,4R)-N-Boc-2-hydroxymethyl-4-hydroxy-pyrrolidine
  • Boc-<i>trans</i>-4-hydroxy-<sc>L</sc>-prolinol
  • 61478-26-0
  • Amino Alcohols
  • Amino Acid Derivatives
  • Peptide Synthesis
  • Specialty Synthesis
  • Amino Acid Derivatives
  • Amino Alcohols
  • Peptide Synthesis