beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl

Base Information

• Chemical Name: beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl
• CAS No.: 147029-83-2
• Molecular Formula: C₁₈H₁₉ClO₅
• Molecular Weight: 350.799
• DSSTox Substance ID: DTXSID90163572
• Nikkaji Number: J571.387K
• Wikidata: Q76278842
• ChEMBL ID: CHEMBL173024
• Mol file: 147029-83-2.mol

Synonyms:3-(4-Chlorobenzyl)phenyl-beta-D-xylopyranoside;beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl;147029-83-2;CHEMBL173024;SCHEMBL10790538;DTXSID90163572;LS-162666;3-[4-Chlorobenzyl]phenyl beta-D-xylopyranoside

Chemical Property of beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl

Chemical Property:

• Vapor Pressure: 1.44E-12mmHg at 25°C
• Boiling Point: 541.7°C at 760 mmHg
• Flash Point: 281.4°C
• Density: 1.407g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 350.0921014
• Heavy Atom Count: 24
• Complexity: 388

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(O1)OC2=CC=CC(=C2)CC3=CC=C(C=C3)Cl)O)O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=CC(=C2)CC3=CC=C(C=C3)Cl)O)O)O

Technology Process of beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl

There total 4 articles about beta-D-Xylopyranoside, 3-((4-chlorophenyl)methyl)phenyl 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:

(4-Chloro-phenyl)-[3-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-methanone (83366-20-5) → (2S,3R,4S,5R)-2-[3-(4-Chloro-benzyl)-phenoxy]-tetrahydro-pyran-3,4,5-triol (147029-83-2)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In dichloromethane; for 8h; Ambient temperature;

DOI:10.1021/jm00059a015

Reference yield:

(4-chlorophenyl)(3-hydroxyphenyl)methanone (62810-39-3) → (2S,3R,4S,5R)-2-[3-(4-Chloro-benzyl)-phenoxy]-tetrahydro-pyran-3,4,5-triol (147029-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / Ag₂O / acetonitrile / 0.5 h / Ambient temperature

2: MeONa / methanol / 2 h / Ambient temperature

3: NaBH₄, CF₃COOH / CH₂Cl₂ / 8 h / Ambient temperature

With sodium tetrahydroborate; sodium methylate; trifluoroacetic acid; silver(l) oxide; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/jm00059a015

Reference yield:

Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-[3-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-3-yl ester (83355-39-9) → (2S,3R,4S,5R)-2-[3-(4-Chloro-benzyl)-phenoxy]-tetrahydro-pyran-3,4,5-triol (147029-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol / 2 h / Ambient temperature

2: NaBH₄, CF₃COOH / CH₂Cl₂ / 8 h / Ambient temperature

With sodium tetrahydroborate; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00059a015

upstream raw materials:

(4-Chloro-phenyl)-[3-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-methanone

(4-chlorophenyl)(3-hydroxyphenyl)methanone

Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-[3-(4-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-3-yl ester

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose