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(R)-2-Amino-3-benzyloxy-1-propanol

CAS No.
58577-87-0
Chemical Name:
(R)-2-Amino-3-benzyloxy-1-propanol
Synonyms
Ser(bzl)-OL.HCL;(R)-2-Amino-3-(benzyloxy)propan-1-ol;Ser(bzl)-OL;SERINOL(BZL);H-SER(BZL)-OL;H-D-SER(BZL)-OL;Serinol(Bzl)·HCl;H-Ser(Bzl)-ol.HCl;O-BENZYL-L-SERINOL;O-BENZYL-D-SERINOL
CBNumber:
CB5115532
Molecular Formula:
C10H15NO2
Molecular Weight:
181.23
MDL Number:
MFCD00235943
MOL File:
58577-87-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:53:02

(R)-2-Amino-3-benzyloxy-1-propanol Properties

Melting point 34-37 °C (lit.)
Boiling point 307 °C (lit.)
Density 1.0918 (rough estimate)
refractive index 1.5464 (estimate)
Flash point >230 °F
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)
form Oil
pka 12.53±0.10(Predicted)
color Clear Colourless
optical activity [α]20/D +4°, c = 1 in methylene chloride
Sensitive Air Sensitive
InChI InChI=1S/C10H15NO2/c11-10(6-12)8-13-7-9-4-2-1-3-5-9/h1-5,10,12H,6-8,11H2/t10-/m1/s1
InChIKey ZJUOMDNENVWMPL-SNVBAGLBSA-N
SMILES C(O)[C@@H](N)COCC1=CC=CC=C1
UNSPSC Code 12352112
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
PPE Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  C
Risk Statements  34
Safety Statements  26-27-36/37/39-45
RIDADR  3267
WGK Germany  3
HazardClass  8
HS Code  29221990
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Eye Dam. 1
Skin Corr. 1B
NFPA 704
1
3 0

(R)-2-Amino-3-benzyloxy-1-propanol price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 473758 (R)-(+)-2-Amino-3-benzyloxy-1-propanol 97% 58577-87-0 1g $105 2023-06-20 Buy
Usbiological 264781 O-Benzyl-L-serinol hydrochloride Asreported 58577-87-0 500mg $333 2026-06-03 Buy
Usbiological 264781 O-Benzyl-L-serinol hydrochloride Asreported 58577-87-0 1g $470 2026-06-03 Buy
Usbiological 264781 O-Benzyl-L-serinol hydrochloride Asreported 58577-87-0 2g $632 2026-06-03 Buy
Usbiological 264781 O-Benzyl-L-serinol hydrochloride Asreported 58577-87-0 5g $1098 2026-06-03 Buy
Product number Packaging Price Buy
473758 1g $105 Buy
264781 500mg $333 Buy
264781 1g $470 Buy
264781 2g $632 Buy
264781 5g $1098 Buy

(R)-2-Amino-3-benzyloxy-1-propanol Chemical Properties,Uses,Production

Chemical Properties

Colorless to yellow liquid or low melting solid

Uses

(R)-(+)-2-Amino-3-benzyloxy-1-propanol is used as a reagent to synthesize beta-amino alcohols, compounds that are used as therapeutic agents to treat heart disease. (R)-(+)-2-Amino-3-benzyloxy-1-propanol is also used as a reagent to synthesize 15-membered macrolide antibiotics, drugs that are used to treat respiratory tract infections.

Synthesis

O-BENZYL-L-SERINE

4726-96-9

(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL

58577-87-0

General procedure for the synthesis of O-benzyl-L-serinol from (S)-2-amino-3-(benzyloxy)propionic acid: O-benzyl-L-serine (15.0 g, 76.8 mmol) was slowly added to a tetrahydrofuran (THF, 150 mL) suspension of lithium aluminum hydride (4.37 g, 115.3 mmol) under reflux conditions. The reaction mixture was stirred at reflux temperature for 1.5 h. After cooling in an ice bath, distilled water (4.4 mL), 10% NaOH aqueous solution (4.4 mL), and distilled water (4.4 mL) were added sequentially. After stirring for 18 h at room temperature, the mixture was filtered and the filter cake was washed with THF. The filtrate was concentrated under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (eluent ratio CHCl3/MeOH/NH4OH = 10:1:0.1) to afford the target product, O-benzyl-L-serinol (6.43 g, 69% yield), as a colorless foamy substance. Its physical properties were as follows: [α]27D -5.0 (c 0.760, methanol); 1H NMR (CDCl3) δ 7.27-7.41 (m, 5H), 4.53 (s, 2H), 3.39-3.67 (m, 4H), 3.03-3.17 (m, 1H), 1.85 (br s, 3H); 13C NMR (CDCl3) δ 137.9, 128.2, 127.55, 127.50, 73.1, 72.5, 63.7, 52.3; MS (ESI) m/z 182.2 [M + H]+. The NMR data are in agreement with literature reports.

References

[1] Liebigs Annalen der Chemie, 1988, p. 851 - 854
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 19, p. 5787 - 5801
[3] Tetrahedron, 2002, vol. 58, # 46, p. 9387 - 9401
[4] Tetrahedron, 1975, vol. 31, p. 2629 - 2632
[5] Molecules, 2009, vol. 14, # 12, p. 5124 - 5143

(R)-2-Amino-3-benzyloxy-1-propanol Preparation Products And Raw materials

Global( 107)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
ZHIWE CHEMTECH CO LTD 021-20221225 13917446399 zwchem@163.com China 529 61
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
ForeChem (Nantong) Technology Co.,Ltd. 513-85982855 18921614129 sales@xianxingpharm.com China 2712 61
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Thermo Fisher Scientific 800-810-5118 cnchemical@thermofisher.com China 17752 75
Suli Pharmaceutical Technology Co., Ltd. 021-58086325-8060 13636568474 yingjie.zhang@suli.com China 97 58

View Lastest Price from (R)-2-Amino-3-benzyloxy-1-propanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
H-L-Ser(Bzl)-OL.HCl pictures 2026-09-11 H-L-Ser(Bzl)-OL.HCl
58577-87-0
1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL pictures 2026-06-30 (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL
58577-87-0
1kg 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
H-Ser(Bzl)-Ol.HCl pictures 2020-01-06 H-Ser(Bzl)-Ol.HCl
58577-87-0
$1.00 1g 98% 100KG Sichuan Jiaying Lai Technology Co.,LTD
O-BENZYL-D-SERINOL O-BENZYL-L-SERINOL SERINOL(BZL) (R)-(+)-2-AMINO-3-BENZYLOXY-1-PROPANOL H-D-SER(BZL)-OL H-SER(BZL)-OL Serinol(Bzl)·HCl (R)-(+)-2-Amino-3-benzyloxy-1-propanol,97% (R)-(+)-2-AMino-3-benzyloxy-1-propanol, 98+% H-Ser(Bzl)-ol.HCl H-L-Ser(Bzl)-ol·HCl L-Serinol(Bzl) hydrochloride O-Benzyl-L-serinol hydrochloride≥ 98% (HPLC) (2R)-(+)-2-Amino-3-(benzyloxy)propan-1-ol 1-Propanol, 2-amino-3-(phenylmethoxy)-, (2R)- (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL USP/EP/BP (2R)-2-amino-3-phenylmethoxypropan-1-ol (R)-(+)-2-Amino-3-benzyloxy-1-propanol Gepotidacin intermediate B04 (R)-2-Amino-3-(benzyloxy)propan-1-ol Ser(bzl)-OL.HCL Ser(bzl)-OL (R)-2-Amino-3-benzyloxy-1-propanol 58577-87-0 C6H5CH2OCH2CHNH2CH2OH Amino Alcohols Chiral Building Blocks Asymmetric Synthesis Organic Building Blocks Amino Alcohols Chiral Building Blocks Organic Building Blocks