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

Base Information

• Chemical Name: (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL
• CAS No.: 58577-87-0
• Molecular Formula: C10H15 N O2
• Molecular Weight: 181.235
• Hs Code.: 2922509090
• Mol file: 58577-87-0.mol

Synonyms:1-Propanol,2-amino-3-(phenylmethoxy)-, (R)-; (2R)-2-Amino-3-(benzyloxy)propan-1-ol;(R)-(+)-2-Amino-3-benzyloxy-1-propanol; (R)-2-Amino-3-benzyloxy-1-propanol

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

Chemical Property:

• Vapor Pressure: 3.44E-05mmHg at 25°C
• Melting Point: 34-37 °C(lit.)
• Refractive Index: 1.5464 (estimate)
• Boiling Point: 307 °C(lit.)
• PKA: 12.53±0.10(Predicted)
• Flash Point: 159.4°C
• PSA: 55.48000
• Density: 1.11g/cm³
• LogP: 1.22310
• Storage Temp.: Store at 0-5°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-2-Amino-3-benzyloxy-1-propanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL

There total 11 articles about (R)-2-AMINO-3-BENZYLOXY-1-PROPANOL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

→ O-benzyl-L-serinol (58577-87-0)

Guidance literature:

Reference yield: 90.0%

O-Benzyl-L-serine (4726-96-9,32520-12-0) → O-benzyl-L-serinol (58577-87-0)

Guidance literature:

With lithium aluminium tetrahydride;

Reference yield: 61.0%

(3S,6S)-3,6-bis((benzyloxy)methyl)piperazine-2,5-dione → O-benzyl-L-serinol (58577-87-0)

Guidance literature:

With C₂₄H₂₀ClN₂OPRu; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 110 ℃; for 48h; under 2280.15 - 30402 Torr; Inert atmosphere; Schlenk technique; Autoclave;

DOI:10.1039/d0cc04550k

upstream raw materials:

O-Benzyl-L-serine

O-benzyl-L-serine methyl ester

D-serine benzyl ester

BOC-O-benzyl-L-serine

Downstream raw materials:

(2R,5S)-5-Benzyloxymethyl-2-methyl-3-oxoperhydro-1,4-oxazin

(1'R,2R)-N-(1'-Benzyloxymethyl-2'-hydroxyethyl)-2-chlorpropionsaeureamid

3-benzyloxy-(R)-2-[(R)-3-tetradecanoyloxytetradecanoylamino]propanol

(R)-3-Benzyloxy-2-[((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amino]-propan-1-ol

Refernces

• 1、 Subaramanian, Murugan,Sivakumar, Ganesan,Babu, Jessin K.,Balaraman, Ekambaram. "Selective hydrogenation of primary amides and cyclic di-peptides under Ru-catalysis". supporting information. p. 12411 - 12414. Retrieved 2020/10/30.
• 2、 Sugimoto, Tomohiro,Tanikawa, Tetsuya. "Synthesis and antibacterial activity of a novel class of 15-membered macrolide antibiotics, "11a-Azalides"". body text. p. 234 - 237. Retrieved 2011/04/26.