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

Product Name: (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL
CAS No.: 58577-87-0
Chemical Name: (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL
Synonyms: SERINOL(BZL);H-SER(BZL)-OL;H-D-SER(BZL)-OL;Ser(bzl)-OL.HCL;Serinol(Bzl)·HCl;H-Ser(Bzl)-ol.HCl;O-BENZYL-L-SERINOL;O-BENZYL-D-SERINOL;H-L-Ser(Bzl)-ol·HCl;L-Serinol(Bzl) hydrochloride
CBNumber: CB5115532
Molecular Formula: C10H15NO2
Formula Weight: 181.23
MOL File: 58577-87-0.mol

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

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

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Safety

Hazard Codes: C
Risk Statements: 34
Safety Statements: 26-27-36/37/39-45
RIDADR: 3267
WGK Germany: 3
HazardClass: 8
HS Code: 29221990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 473758
Product name: (R)-(+)-2-Amino-3-benzyloxy-1-propanol
Purity: 97%
Packaging: 1g
Price: $105
Updated: 2023/06/20

TRC

Product number: A600205
Product name: (R)-(+)-2-Amino-3-benzyloxy-1-propanol
Packaging: 1g
Price: $95
Updated: 2021/12/16

Apolloscientific

Product number: OR40517
Product name: (2R)-(+)-2-Amino-3-(benzyloxy)propan-1-ol
Packaging: 5g
Price: $428
Updated: 2021/12/16

Chem-Impex

Product number: 03219
Product name: O-Benzyl-L-serinolhydrochloride,98%(HPLC)
Purity: 98%(HPLC)
Packaging: 5G
Price: $168
Updated: 2021/12/16

Chem-Impex

Product number: 03219
Product name: O-Benzyl-L-serinolhydrochloride,≥98%(HPLC)
Purity: ≥98%(HPLC)
Packaging: 250MG
Price: $36.22
Updated: 2021/12/16

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(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL Chemical Properties,Usage,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

4726-96-9

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

Raw materials

Preparation Products

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

China 82 India 2 Japan 1 Switzerland 1 United Kingdom 2 United States 10 Global 98

J & K SCIENTIFIC LTD.

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View Lastest Price from (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL 58577-87-0
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-09-28

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: H-L-Ser(Bzl)-OL.HCl 58577-87-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-01-19

Sichuan Jiaying Lai Technology Co.,LTD

Product: H-Ser(Bzl)-Ol.HCl 58577-87-0
Price: US $1.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 100KG
Release date: 2019-07-25

58577-87-0, (R)-2-AMINO-3-BENZYLOXY-1-PROPANOLRelated Search:

BENZYL 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSIDE 3-FLUORO-5-(TRIFLUOROMETHYL)PHENOL O-BENZYL-L-SERINE Boc-Thr(Bzl)-OH Z-SER(BZL)-OH FMOC-SER(BZL)-OH N-Boc-(S)-2-amino-3-benzyloxy-1-propanol 3-Benzyloxy-1-propanol Benzyl 2-AcetaMido-2-deoxy-3-O-(β-D-galactopyranosyl) α-D-galactopyranoside L-THREONINE BENZYL ESTER BOC-SER(P-CHLORO-BZL)-OH DCHA BENZYL 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSIDE BENZYL 2-ACETAMIDO-2-DEOXY-3,6-DI-O-ACETYL-ALPHA-D-GLUCOPYRANOSIDE BOC-THR(BZL)-ONP AC-ALPHA-BENZYL-4,6-O-BENZYLIDENE-MURAMIC ACID BENZYL-2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSIDE BOC-SER(BZL)-OSU BOC-THR(P-CHLORO-BZL)-OH DCHA

O-BENZYL-D-SERINOL

O-BENZYL-L-SERINOL

SERINOL(BZL)

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

(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+%

(R)-2-Amino-3-(benzyloxy)propan-1-ol

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

(<i>R</i>)-(+)-2-Amino-3-benzyloxy-1-propanol

Ser(bzl)-OL.HCL

58577-87-0

C6H5CH2OCH2CHNH2CH2OH

Amino Alcohols

Chiral Building Blocks

Asymmetric Synthesis

Organic Building Blocks

Amino Alcohols

Chiral Building Blocks

Organic Building Blocks