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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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BOC-HYP-OL Suppliers

Chengdu Chuangkecheng Biological Technology Co., Ltd.
Tel
028-028-0000000 13008177686
Fax
15928581901
Email
sales@ckcbiotech.com
Country
China
ProdList
904
Advantage
55
Shanghai Hobor Chemical Co., Ltd
Tel
021-57790084; 13918007836
Fax
021-51685238
Email
sales@hoborchem.com
Country
China
ProdList
392
Advantage
60
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
ChemFuture PharmaTech (Jiangsu) Ltd
Tel
5108538618
Fax
86 510 85386988-8017
Email
suger.wang@chemfuture.com
Country
China
ProdList
832
Advantage
65
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
Advantage
66
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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:


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  • Amino Alcohols
  • Amino Acid Derivatives
  • Peptide Synthesis
  • Specialty Synthesis
  • Amino Acid Derivatives
  • Amino Alcohols
  • Peptide Synthesis