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Home > Encyclopedia > (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL

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

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

(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL 

structure
  • CAS No:

    58577-87-0

  • Formula:

    C10H15NO2

  • Chemical Name:

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

  • Synonyms:

    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

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

Colorless to yellow liquid or low melting solid

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

181.23

181.110275

Clear Colourless

29221990

Characteristics

55.5

0

1.0918 (rough estimate)

34-37 °C (lit.)

307 °C (lit.)

>230 °F

1.5464 (estimate)

Store at 0-5°C

12.53±0.10(Predicted)

Keep in dark place,Sealed in dry,2-8°C

Safety Information

Ⅲ

8

3267

3

C

26-27-36/37/39-45

C

P280-P305 + P351 + P338-P310

34

3267

|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501|Aggregated GHS information provided by 45 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

(R)-2-AMINO-3-BENZYLOXY-1-PROPANOL Use and Manufacturing

Methods of Manufacturing

O-Benzyl-l-serine (15.0 g, 76.8 mmol) was added to a suspension of lithium aluminum hydride (4.37 g, 115.3 mmol) in THF (150 mL) under reflux. After stirring at this temperature for 1.5 h, the reaction mixture was cooled in an ice bath, and distilled water (4.4 mL), 10percent aqueous NaOH (4.4 mL) and distilled water (4.4 mL) were added. After stirring at room temperature for 18 h, the resulting mixture was filtrated and washed with THF. The solvent was removed in vacuo and the residue was purified using silica gel chromatography (CHCl

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.

Computed Properties

Molecular Weight:181.23
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:181.110278721
Monoisotopic Mass:181.110278721
Topological Polar Surface Area:55.5
Heavy Atom Count:13
Complexity:124
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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