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BENZYL N-(2-HYDROXYETHYL)CARBAMATE

Product Name
BENZYL N-(2-HYDROXYETHYL)CARBAMATE
CAS No.
77987-49-6
Chemical Name
BENZYL N-(2-HYDROXYETHYL)CARBAMATE
Synonyms
Benzyl (2-hydroxyethyl)carbaMate;2-(CARBOBENZOXYAMINO)-1-ETHANOL;Z-GLY-OL;Z-GLYCINOL;Cbz-Gly-OL;Z-NH-(CH2)2-OH;Z-ETHANOLAMINE;Z-AMINOETHANOL;N-CBZ-GLYCINOL;N-Z-ETHANOLAMINE
CBNumber
CB6201850
Molecular Formula
C10H13NO3
Formula Weight
195.22
MOL File
77987-49-6.mol
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BENZYL N-(2-HYDROXYETHYL)CARBAMATE Property

Melting point:
58-60 °C (lit.)
Boiling point:
215 °C/15 mmHg (lit.)
Density 
1.1926 (rough estimate)
refractive index 
1.5150 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in water or 1% acetic acid
pka
11.80±0.46(Predicted)
form 
Powder
color 
White
BRN 
2050891
InChI
InChI=1S/C10H13NO3/c12-7-6-11-10(13)14-8-9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,11,13)
InChIKey
SAGINAGERRNGGV-UHFFFAOYSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)NCCO
CAS DataBase Reference
77987-49-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29221985
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
407909
Product name
N-Z-Ethanolamine
Purity
98%
Packaging
5g
Price
$35
Updated
2023/06/20
Sigma-Aldrich
Product number
407909
Product name
N-Z-Ethanolamine
Purity
98%
Packaging
25g
Price
$40
Updated
2023/06/20
TCI Chemical
Product number
H0793
Product name
2-(Carbobenzoxyamino)-1-ethanol
Purity
>97.0%(GC)
Packaging
5g
Price
$58
Updated
2025/07/31
TCI Chemical
Product number
H0793
Product name
2-(Carbobenzoxyamino)-1-ethanol
Purity
>97.0%(GC)
Packaging
25g
Price
$230
Updated
2025/07/31
Sigma-Aldrich
Product number
407909
Product name
N-Z-Ethanolamine
Purity
98%
Packaging
100g
Price
$110
Updated
2023/06/20
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BENZYL N-(2-HYDROXYETHYL)CARBAMATE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-(Benzyloxycarbonyl)ethanolamine is an intermediate used to prepare alkynylaryladenines as A2A adenosine receptor agonists and effects on hepatic glucose production. It is also used in the synthesis of functionalized N-arylaminoethyl amides as noncovalent inhibitors of cathepsin S.

reaction suitability

reagent type: cross-linking reagent

Synthesis

141-43-5

501-53-1

77987-49-6

(1) Synthesis of benzyl [2-(tert-butyldiphenylmethoxysilyl)ethyl]carbamate [1515]: To a solution of 2-aminoethanol (2.0 g, 32.7 mmol) in dichloromethane (60 mL), benzyl chloroformate (5.6 mL, 41.3 mmol) and triethylamine (5.5 mL, 39.5 mmol) were sequentially added under ice bath conditions. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was partitioned between ethyl acetate and saturated aqueous sodium chloride solution. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent being toluene:acetonitrile (3:2) to afford benzyl (2-hydroxyethyl)carbamate (5.37 g, 84% yield) as a white solid. [1516] Subsequently, to a solution of benzyl (2-hydroxyethyl)carbamate (5.37 g, 27.5 mmol) in dimethylformamide (160 mL) was added tert-butyldiphenylmethylsilyl chloride (8.6 mL, 33.0 mmol) and imidazole (2.3 g, 33.8 mmol) under ice bath conditions. The mixture was stirred at room temperature overnight. After the reaction was complete, ethanol was added and stirring was continued for 2 hours. The reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with hexane:ethyl acetate (5:1) as eluent to give benzyl [2-(tert-butyldiphenylmethylsilylmethoxy)ethyl]carbamate (11.93 g, 100% yield) as a colorless transparent syrup. [1517] 1H-NMR (400 MHz, CDCl3): δ (ppm) 7.64 (4H, d, J = 6.8 Hz), 7.46-7.28 (12H, m), 5.10 (2H, s), 3.73 (2H, t, J = 4.9 Hz), 3.35 (2H, q, J = 4.9 Hz), 1.05 (9H, s).

References

[1] Patent: US2004/14962, 2004, A1. Location in patent: Page/Page column 137
[2] Journal of Organic Chemistry, 1987, vol. 52, # 7, p. 1252 - 1255
[3] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 15, p. 1749 - 1750
[4] Tetrahedron Letters, 2007, vol. 48, # 46, p. 8170 - 8173
[5] Tetrahedron, 1991, vol. 47, # 14/15, p. 2591 - 2602

BENZYL N-(2-HYDROXYETHYL)CARBAMATE Preparation Products And Raw materials

Raw materials

Preparation Products

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BENZYL N-(2-HYDROXYETHYL)CARBAMATE Suppliers

Hangzhou Cheminspire Technology Co., Ltd.
Tel
0571-89081561; 10006559855
Fax
0571 89081561
Email
info@cheminspire.com
Country
China
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Cangzhou Dimai Technology Co., Ltd
Tel
1351-2466848 13512466848
Fax
QQ:94204388
Email
hbdypharm@163.com
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China
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Taizhou Wealsun Biotech Co., Ltd
Tel
18351140886
Email
wealsunbio@126.com
Country
China
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106
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Shanghai Hobor Chemical Co., Ltd
Tel
021-57790084; 13918007836
Fax
021-51685238
Email
sales@hoborchem.com
Country
China
ProdList
392
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Chengdu jingzhihuacheng Chemical Technology Co., Ltd.
Tel
028-028-028-37664989 15900794981
Email
873239557@qq.com
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China
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499
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
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96815
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
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Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
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View Lastest Price from BENZYL N-(2-HYDROXYETHYL)CARBAMATE manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Cbz-Gly-ol 77987-49-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-01-15
Sichuan Jiaying Lai Technology Co.,LTD
Product
Z-Gly-ol 77987-49-6
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
100KG
Release date
2019-07-29
Career Henan Chemical Co
Product
BENZYL N-(2-HYDROXYETHYL)CARBAMATE 77987-49-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-02

77987-49-6, BENZYL N-(2-HYDROXYETHYL)CARBAMATERelated Search:


  • Z-AMINOETHANOL
  • Z-ETHANOLAMINE
  • Z-GLY-OL
  • Z-GLYCINOL
  • Z-NH-(CH2)2-OH
  • 2-(CBZ-AMINO)-1-ETHANOL
  • 2-(CARBOBENZOXYAMINO)-1-ETHANOL
  • 2-(Z-AMINO)-ETHANOL
  • N-CARBOBENZOXY-2-AMINOETHANOL
  • N-CARBOBENZOXY-GLYCINOL
  • N-Z-ETHANOLAMINE
  • N-(2-HYDROXYETHYL)CARBAMIC ACID BENZYL ESTER
  • BENZYL N-(2-HYDROXYETHYL)CARBAMATE
  • LABOTEST-BB LT00452296
  • N-CBZ-GLYCINOL
  • 2-(Z-Amino)ethanol, Benzyl N-(2-hydroxyethyl)carbamate
  • 2-(Benzyloxycarbonylamino)-1-ethanol
  • Benzyl N-(2-Hydroxyethyl)carbamate 2-(Cbz-amino)-1-ethanol N-(2-Hydroxyethyl)carbamic Acid Benzyl Ester
  • N-(2-hydroxyethyl)carbamic acid (phenylmethyl) ester
  • Benzyl (2-hydroxyethyl)carbaMate
  • N-Z-EthanolaMine 98%
  • Cbz-Gly-OL
  • (2-Hydroxy-ethyl)-carbamic acid benzyl ester
  • Z-Glycinol≥ 99% (HPLC)
  • 2-(Cbz-amino)ethanol
  • N - (benzyloxycarbonylamino) - 1-ethanol
  • 2-(Carbobenzoxyamino)-1-ethanol&gt
  • Carbamic acid, N-(2-hydroxyethyl)-, phenylmethyl ester
  • BENZYL N-(2-HYDROXYETHYL)CARBAMATE USP/EP/BP
  • <i>N</i>-Z-Ethanolamine
  • 77987-49-6
  • HOCH2CH2NHCO2CH2C6H5
  • Oxygen Compounds
  • Organic Building Blocks
  • Building Blocks
  • Amino Alcohols
  • Z-Amino acid series
  • Amino Alcohols
  • Bifunctional Crosslinkers
  • Building Blocks
  • Chemical Biology
  • Chemical Synthesis
  • Linkers
  • Organic Building Blocks
  • Oxygen Compounds
  • Peptide Chemistry
  • Cbz-PEG