ChemicalBook > CAS DataBase List > N-BOC-O-Benzyl-L-serine

N-BOC-O-Benzyl-L-serine

Product Name
N-BOC-O-Benzyl-L-serine
CAS No.
23680-31-1
Chemical Name
N-BOC-O-Benzyl-L-serine
Synonyms
BOC-SER-OTBU;BOC-1-SER-OH;BOC-SER(BU)-OH;Boc-Ser(Bz1)-OH;BOC-SER(TBU)-OH;BOC-SER(BUT)-OH;Boc-Ser(Bzl)-0H;BOC-Ser (Obzl) OH;BOC-L-SER(TBU)-OH;Boc-L-Ser(OBzl)-OH
CBNumber
CB9172315
Molecular Formula
C15H21NO5
Formula Weight
295.33
MOL File
23680-31-1.mol
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N-BOC-O-Benzyl-L-serine Property

Melting point:
58-60 °C(lit.)
alpha 
21.5 º (c=2, ethanol)
Boiling point:
437.02°C (rough estimate)
Density 
1.1454 (rough estimate)
refractive index 
22 ° (C=2, EtOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Solid
pka
3.53±0.10(Predicted)
color 
White to Almost white
optical activity
[α]20/D +20±1°, c = 2% in ethanol: water (4:1)
BRN 
3064461
InChIKey
DMBKPDOAQVGTST-LBPRGKRZSA-N
CAS DataBase Reference
23680-31-1(CAS DataBase Reference)
EPA Substance Registry System
N-tert-Butoxycarbonyl-O-benzyl-L-serine (23680-31-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
2924 29 70
HazardClass 
IRRITANT
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.53009
Product name
Boc-Ser(Bzl)-OH
Purity
Novabiochem?
Packaging
25g
Price
$161
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53009
Product name
Boc-Ser(Bzl)-OH
Purity
Novabiochem?
Packaging
100g
Price
$238
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53009
Product name
Boc-Ser(Bzl)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
1 kg
Price
$2140
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53009
Product name
Boc-Ser(Bzl)-OH
Purity
Novabiochem<SUP>&#174;</SUP>
Packaging
1 kg
Price
$2140
Updated
2025/07/31
Sigma-Aldrich
Product number
15390
Product name
Boc-Ser(Bzl)-OH
Purity
≥99.0% (T)
Packaging
5g
Price
$47.5
Updated
2025/07/31
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N-BOC-O-Benzyl-L-serine Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

N-Boc-O-benzyl-L-serine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

3262-72-4

100-39-0

23680-31-1

Example 36 Synthesis of N-tert-butoxycarbonyl-O-benzyl-L-serine 39: Boc-L-serine (15 g, 73.09 mmol) was dissolved in DMF (300 mL) at 0 °C, NaH (6.43 g, 160.80 mmol, 60% mineral oil dispersion) was slowly added, and the reaction temperature was maintained at 0 °C and stirred for 1.5 hours. Subsequently, benzyl bromide (13.75 g, 80.40 mmol) was added, and the reaction mixture was gradually warmed to room temperature and continued to stir overnight. Upon completion of the reaction, DMF was removed by evaporation under reduced pressure and the residue was dissolved in H2O. The crude product was partitioned between water and Et2O. The aqueous phase was acidified with 3N HCl to pH < 4 and then extracted three times with EtOAc. The EtOAc extracts were combined, washed with H2O, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give N-tert-butoxycarbonyl-O-benzyl-L-serine (17.27 g, 80% yield).

References

[1] Tetrahedron Letters, 2012, vol. 53, # 26, p. 3225 - 3229
[2] Patent: US2004/121316, 2004, A1
[3] Patent: US2005/239054, 2005, A1
[4] Patent: WO2014/120783, 2014, A1. Location in patent: Paragraph 00145
[5] Patent: WO2018/26763, 2018, A1. Location in patent: Page/Page column 81

N-BOC-O-Benzyl-L-serine Preparation Products And Raw materials

Raw materials

Preparation Products

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N-BOC-O-Benzyl-L-serine Suppliers

Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from N-BOC-O-Benzyl-L-serine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Boc-Ser(Bzl)-OH 23680-31-1
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-09-23
airuikechemical co., ltd.
Product
n-bOc-O-benzyl-l-serine 23680-31-1
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-09
Zhuozhou Wenxi import and Export Co., Ltd
Product
N-[(1,1-Dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-serine 23680-31-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

23680-31-1, N-BOC-O-Benzyl-L-serineRelated Search:


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