ChemicalBook > CAS DataBase List > TERT-BUTYL N-(BENZYLOXY)CARBAMATE

TERT-BUTYL N-(BENZYLOXY)CARBAMATE

Product Name
TERT-BUTYL N-(BENZYLOXY)CARBAMATE
CAS No.
79722-21-7
Chemical Name
TERT-BUTYL N-(BENZYLOXY)CARBAMATE
Synonyms
TERT-BUTYL BENZYLOXYCARBAMATE;Xanthoanthrafil-d3;LABOTEST-BB LT00452293;N-Boc-O-benzylhydroxylamine;TERT-BUTYL N-(BENZYLOXY)CARBAMATE;tert-Butyl (benzyloxy)carbamate 99%;tert-Butyl N-(Benzyloxy)carbamate >tert-Butyl N-(benzyloxy)carbamate ,98%;tert-Butyl N-(benzyloxy)carbamate, 98.5%;tert-ButylN-(benzyloxy)carbamate≥ 99%(N)
CBNumber
CB0393272
Molecular Formula
C12H17NO3
Formula Weight
223.27
MOL File
79722-21-7.mol
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TERT-BUTYL N-(BENZYLOXY)CARBAMATE Property

Melting point:
45-47 °C (lit.)
Density 
1.078±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
color 
White
InChI
InChI=1S/C12H17NO3/c1-12(2,3)16-11(14)13-15-9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,13,14)
InChIKey
MZNBNPWFHGWAGH-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)NOCC1=CC=CC=C1
CAS DataBase Reference
79722-21-7
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29280000
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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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
407690
Product name
tert-Butyl N-(benzyloxy)carbamate
Purity
99%
Packaging
5g
Price
$63
Updated
2023/01/07
Sigma-Aldrich
Product number
407690
Product name
tert-Butyl N-(benzyloxy)carbamate
Purity
99%
Packaging
25g
Price
$168
Updated
2023/01/07
TCI Chemical
Product number
B1799
Product name
tert-Butyl N-(Benzyloxy)carbamate
Purity
>98.0%(N)
Packaging
5g
Price
$83
Updated
2025/07/31
TCI Chemical
Product number
B1799
Product name
tert-Butyl N-(Benzyloxy)carbamate
Purity
>98.0%(N)
Packaging
25g
Price
$243
Updated
2025/07/31
TRC
Product number
B692890
Product name
tert-Butyl N-(Benzyloxy)carbamate
Packaging
5g
Price
$90
Updated
2021/12/16
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TERT-BUTYL N-(BENZYLOXY)CARBAMATE Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

tert-Butyl N-(benzyloxy)carbamate was used in the preparation of seven-membered cyclic hydroxamic acids. It may be used in the synthesis of 2-(N-formyl-N-hydroxyamino) ethylphosphonate (IPP).

Uses

tert-Butyl N-(Benzyloxy)carbamate has been used in the synthesis of Deferoxamine Mesylate (D228980), an iron chelating agent used in therapy for patients with sickle cell diseases and iron overload. Studies suggest that it can exert potential antioxidant neuroprotective effects in stroke patients

General Description

tert-Butyl N-(benzyloxy)carbamate (tert-butyl benzyloxycarbamate), a protected hydroxylamine, is an N-alkyl-N-benzyloxy carbamate. Its C-N cross coupling reaction with fluorescein ditriflate has been reported. It participates in facile intramolecular cyclization with various carbon nucleophiles to afford functionalized 5- and 6-membered protected cyclic hydroxamic acids.

Synthesis

24424-99-5

2687-43-6

79722-21-7

General procedure: synthesis of Intermediate 153: tert-butyl N-(benzyloxy)carbamate. To a solution of O-benzylhydroxylamine hydrochloride (225 g, 1.44 mol) in dichloromethane (300 mL) was added an aqueous sodium bicarbonate solution (261 g, 3.11 mol, 300 ml). After 1 hour of reaction, di-tert-butyl dicarbonate (375 g, 1.72 mol) was slowly added at 0°C. The reaction mixture was stirred in a water/ice bath at 0 °C for 60 min, followed by continued stirring for 16 h at room temperature. Upon completion of the reaction, the reaction was quenched by addition of 300 mL of aqueous sodium bicarbonate. The aqueous phase was separated and extracted with dichloromethane (3 x 500 mL), the organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by silica gel fast column chromatography (eluent: petroleum ether/ethyl acetate=10:1) afforded 220 g (69% yield) of the target compound, tert-butyl N-(benzyloxy)carbamate, as a yellow oil.1H NMR (300 MHz, CDCl3) δ: 1.43 (9H,s), 4.85 (2H,s), 7.19-7.21 (1H brs), 7.30-7.40 (5H, m).

References

[1] Journal of Organic Chemistry, 1997, vol. 62, # 26, p. 9148 - 9159
[2] Archiv der Pharmazie, 2016, vol. 349, # 5, p. 373 - 382
[3] Journal of Organic Chemistry, 1983, vol. 48, p. 24
[4] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 24, p. 8549 - 8555
[5] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8847 - 8858

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View Lastest Price from TERT-BUTYL N-(BENZYLOXY)CARBAMATE manufacturers

Career Henan Chemical Co
Product
tert-butyl benzyloxycarbamate 79722-21-7
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
as request
Release date
2018-12-25

79722-21-7, TERT-BUTYL N-(BENZYLOXY)CARBAMATERelated Search:


  • LABOTEST-BB LT00452293
  • TERT-BUTYL N-(BENZYLOXY)CARBAMATE
  • N-(BENZYLOXY)CARBAMIC ACID TERT-BUTYL ESTER
  • N-Boc-O-benzylhydroxylamine
  • TERT-BUTYL BENZYLOXYCARBAMATE
  • O-Benzylhydroxylamine, N-BOC protected, tert-Butyl (phenylmethoxy)carbamate
  • tert-Butyl (benzyloxy)carbamate 99%
  • tert-Butyl N-(benzyloxy)carbamate ,98%
  • N-Boc-Bn Tert-butyl n-(benzyloxy)carbamate
  • tert-ButylN-(benzyloxy)carbamate≥ 99%(N)
  • tert-Butyl N-(benzyloxy)carbamate, 98.5%
  • tert-Butyl N-(Benzyloxy)carbamate &gt
  • Carbamic acid, N-(phenylmethoxy)-, 1,1-dimethylethyl ester
  • TERT-BUTYL N-(BENZYLOXY)CARBAMATE ISO 9001:2015 REACH
  • Carbamic acid, N-(phenylmethoxy)-, 1,1-dimethylethyl ester, 95+%
  • Xanthoanthrafil-d3
  • <i>tert</i>-Butyl <i>N</i>-(benzyloxy)carbamate
  • 79722-21-7
  • C6H5CH2ONHCO2CCH33
  • Building Blocks
  • Organic Building Blocks
  • Nitrogen Compounds
  • Protected Amines
  • Hydroxylamines
  • Hydroxylamines (O-Substituted)
  • Hydroxylamines (N-Substituted)
  • Hydroxylamines
  • Hydroxylamines (N-Substituted)
  • Hydroxylamines (O-Substituted)
  • Nitrogen Compounds
  • Organic Building Blocks
  • Protected Amines