4-O-Benzyl-L-rhamnal

Base Information

• Chemical Name: 4-O-Benzyl-L-rhamnal
• CAS No.: 117249-16-8
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• Hs Code.: 9999999999
• DSSTox Substance ID: DTXSID70370469
• Nikkaji Number: J3.348.079B
• Wikidata: Q82157625
• Mol file: 117249-16-8.mol

Synonyms:4-O-Benzyl-L-rhamnal;117249-16-8;(2S,3R,4S)-2-methyl-3-phenylmethoxy-3,4-dihydro-2H-pyran-4-ol;(2S,3R,4S)-3-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-4-ol;4-O-Benzyl-6-deoxy-L-glucal;SCHEMBL628784;4-O-Benzyl-L-rhamnal, 98%;DTXSID70370469;MFCD01863607;AKOS025294136;J-003541;(2S)-2beta-Methyl-3alpha-(benzyloxy)-3,4-dihydro-2H-pyran-4beta-ol

Chemical Property of 4-O-Benzyl-L-rhamnal

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.4E-05mmHg at 25°C
• Melting Point: 111-113 °C(lit.)
• Boiling Point: 352.6 °C at 760 mmHg
• PKA: 12.83±0.60(Predicted)
• Flash Point: 167.1 °C
• PSA: 38.69000
• Density: 1.15 g/cm³
• LogP: 1.86510
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

98%min ^*data from raw suppliers

4-O-Benzyl-L-rhamnal ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1C(C(C=CO1)O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@H]1[C@@H]([C@H](C=CO1)O)OCC2=CC=CC=C2

Technology Process of 4-O-Benzyl-L-rhamnal

There total 12 articles about 4-O-Benzyl-L-rhamnal 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: 99.0%

(2S,3S,4S)-3-(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran-4-yl acetate (294202-29-2) → 1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃; for 5h;

Reference yield: 93.0%

3-O-(tert-butyldimethylsilyl)oxy-4-O-benzyl-L-rhamnal (293736-30-8) → 1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; for 0.166667h; Flow reactor;

DOI:10.1039/d0ob00522c

Reference yield: 73.0%

→ 1,5-anhydro-2,6-dideoxy-4-O-(phenylmethyl)-L-arabino-hex-1-enitol (117249-16-8)

Guidance literature:

upstream raw materials:

benzyl bromide

L-rhamnal

(-)-(2S,3S)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one

3,4-di-O-benzyl-L-rhamnal

Downstream raw materials:

3-O-[4-O-benzyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

3-O-[4-O-benzyl-2,3,6-trideoxy-β-L-erythro-hex-2-enopyranosyl]-1,5-anhydro-4-O-benzyl-2,6-dideoxy-L-arabino-hex-1-enitol

3-O-Acetyl-1,5-anhydro-4-O-benzyl-2,6-didesoxy-L-ribo-hex-1-enit

(-)-(2S,3S)-3-(Benzyloxy)-2-methyl-2,3-dihydro-4H-pyran-4-one