(3s)-1,2,3,4-Tetrahydrobenzo[h]quinolin-3-ol

Base Information

• Chemical Name: (3s)-1,2,3,4-Tetrahydrobenzo[h]quinolin-3-ol
• CAS No.: 5432-87-1
• Molecular Formula: C33H26 O9
• Molecular Weight: 566.564
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID50354585
• Wikidata: Q82132817
• Mol file: 5432-87-1.mol

Synonyms:(3s)-1,2,3,4-tetrahydrobenzo[h]quinolin-3-ol;DTXSID50354585

Chemical Property of (3s)-1,2,3,4-Tetrahydrobenzo[h]quinolin-3-ol

Chemical Property:

• Vapor Pressure: 8.62E-19mmHg at 25°C
• Melting Point: 165-166 °C
• Boiling Point: 688.2°C at 760 mmHg
• Flash Point: 288.3°C
• PSA: 114.43000
• Density: 1.36g/cm³
• LogP: 4.87650
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetra-o-benzoyl-D-xylofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC2=C1C=CC3=CC=CC=C32)O
• Isomeric SMILES: C1[C@@H](CNC2=C1C=CC3=CC=CC=C32)O
• Uses: Tetra-o-benzoyl-d-xylofuranose (CAS# 5432-87-1) is a useful building block for polysaccharides, such as thiodisaccharides with a furanose unit as the nonreducing end.

Technology Process of (3s)-1,2,3,4-Tetrahydrobenzo[h]quinolin-3-ol

There total 5 articles about (3s)-1,2,3,4-Tetrahydrobenzo[h]quinolin-3-ol 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:

D-xylose (58-86-6) → 1,2,3,5-tetra-O-benzoyl-α-D-xylofuranose (5432-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetone; concentrated sulfuric acid; copper (II)-sulfate

2: aqueous hydrochloric acid; pyridine; chloroform / Behandeln einer Loesung des Reaktionsprodukts in Essigsaeure mit wss. Salzsaeure und Behandeln der danach isolierten O³,O⁵-Dibenzoyl-D-xylose mit Benzoylchlorid, Pyridin und Chloroform

With pyridine; hydrogenchloride; chloroform; sulfuric acid; copper(II) sulfate; acetone;

DOI:10.1021/ja01627a038

Reference yield:

benzoyl chloride (98-88-4) + 1,2:3,5-di-O-isopropylidene-D-xylofuranose (20881-04-3) → 1,2,3,5-tetra-O-benzoyl-α-D-xylofuranose (5432-87-1)

Guidance literature:

With pyridine; hydrogenchloride; chloroform; Behandeln einer Loesung des Reaktionsprodukts in Essigsaeure mit wss. Salzsaeure und Behandeln der danach isolierten O³,O⁵-Dibenzoyl-D-xylose mit Benzoylchlorid, Pyridin und Chloroform;

DOI:10.1021/ja01627a038

Reference yield:

methanol (67-56-1) + D-xylose (58-86-6) + benzoyl chloride (98-88-4) → Tetra-O-benzoyl-β-D-xylofuranose (18530-90-0) + 1,2,3,5-tetra-O-benzoyl-α-D-xylofuranose (5432-87-1)

Guidance literature:

With pyridine; hydrogenchloride; Behandeln der gebildeten Benzoyl-Derivate mit Bromwasserstoff in Essigsaeure, in Dichlormethan mit Silbercarbonat und wss. Aceton und Behandeln der in Tetrachlormethan und Pentan loesl. Anteile mit Benzoychlorid und Pyridin;

DOI:10.1021/ja01107a020

upstream raw materials:

methanol

D-xylose

benzoyl chloride

1,2:3,5-di-O-isopropylidene-D-xylofuranose

Downstream raw materials:

D-O²,O³,O⁵-tribenzoyl-xylitol

N-benzoyl-9-(2,3,5-tri-O-benzoyl-D-xylofuranosyl)adenine

1-O-acetyl-2,3,5-tri-O-benzoyl-D-xylofuranose

(2R,3R,4S,5R)-2-azido-5-[(benzoyloxy)methyl]tetrahydrofuran-3,4-diyl dibenzoate