Acetic acid (2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester

Base Information

• Chemical Name: Acetic acid (2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester
• CAS No.: 871949-02-9
• Molecular Formula: C₂₆H₂₉NO₃
• Molecular Weight: 403.521
• DSSTox Substance ID: DTXSID60470568
• Wikidata: Q82298700
• Mol file: 871949-02-9.mol

Synonyms:871949-02-9;ACETIC ACID (2S,3S)-3-DIBENZYLAMINO-2-HYDROXY-4-PHENYLBUTYL ESTER;DTXSID60470568;(2S,3S)-3-(Dibenzylamino)-2-hydroxy-4-phenylbutyl acetate;Acetic acid(2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester

Chemical Property of Acetic acid (2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.595
• Boiling Point: 561.632°C at 760 mmHg
• Flash Point: 293.465°C
• PSA: 49.77000
• Density: 1.147g/cm³
• LogP: 4.22410
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 403.21474379
• Heavy Atom Count: 30
• Complexity: 459

Purity/Quality:

97% ^*data from raw suppliers

ACETIC ACID-(2S,3S)-3-DIBENZYLAMINO-2-HYDROXY-4-PHENYLBUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(C(CC1=CC=CC=C1)N(CC2=CC=CC=C2)CC3=CC=CC=C3)O
• Isomeric SMILES: CC(=O)OC[C@H]([C@H](CC1=CC=CC=C1)N(CC2=CC=CC=C2)CC3=CC=CC=C3)O

Technology Process of Acetic acid (2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester

There total 5 articles about Acetic acid (2S,3S)-3-dibenzylamino-2-hydroxy-4-phenylbutyl ester 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: 71.0%

acetic acid (64-19-7,77671-22-8) + (1R)-[1'(S)-(dibenzylamino)-2'-phenylethyl]oxirane (127943-39-9) → (2R,3S)-O1-acetyl-3-dibenzylamino-4-phenylbutane-1,2-diol (871949-02-9)

Guidance literature:

With chloro-trimethyl-silane; boron trifluoride diethyl etherate; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1021/jo0514873

Reference yield:

(3S)-1-acetoxy-3-(N,N-dibenzyl)amino-1-methylthio-2-oxo-4-phenylbutane (189562-38-7) → (3S)-3-[di(phenylmethyl)amino]-2-hydroxy-4-phenylbutyl ethanoate (871949-02-9)

Guidance literature:

With sodium tetrahydroborate; water; In ethanol; at -15 - 5 ℃; for 1h; Inert atmosphere;

Reference yield:

acetic acid (64-19-7,77671-22-8) + N,N-dibenzyl-3(S)-amino-1,2(S)-epoxy-4-phenylbutane (127927-43-9) → (2S,3S)-O1-acetyl-3-dibenzylamino-4-phenylbutane-1,2-diol (871949-02-9)

Guidance literature:

With chloro-trimethyl-silane; boron trifluoride diethyl etherate; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1021/jo0514873

upstream raw materials:

acetic acid

N,N-dibenzyl-3(S)-amino-1,2(S)-epoxy-4-phenylbutane

(1R)-[1'(S)-(dibenzylamino)-2'-phenylethyl]oxirane

(3S)-1-acetoxy-3-(N,N-dibenzyl)amino-1-methylthio-2-oxo-4-phenylbutane