(2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol

Base Information

• Chemical Name: (2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol
• CAS No.: 488-41-5
• Molecular Formula: C6H12 Br2 O4
• Molecular Weight: 307.967
• Hs Code.: 2905590090
• European Community (EC) Number: 207-676-8
• ChEMBL ID: CHEMBL1556554
• Nikkaji Number: J803.574A
• Wikipedia: Mitobronitol
• Mol file: 488-41-5.mol

Synonyms:(2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol;488-41-5;(2S,3R,4R,5S)-1,6-Dibromohexane-2,3,4,5-tetrol;CHEMBL1556554;NCGC00091099-01

Chemical Property of (2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol

Chemical Property:

• Vapor Pressure: 1.37E-12mmHg at 25°C
• Melting Point: 176-178°
• Refractive Index: 1.4840 (estimate)
• Boiling Point: 511.2°Cat760mmHg
• PKA: 12.61±0.20(Predicted)
• Flash Point: 263°C
• PSA: 80.92000
• Density: 2.117g/cm³
• LogP: -0.78020
• Storage Temp.: −20°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 307.90818
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-22
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(CBr)O)O)O)O)Br
• Isomeric SMILES: C([C@@H]([C@H]([C@@H]([C@H](CBr)O)O)O)O)Br
• Uses: Antineoplastic.
• Therapeutic Function: Cancer chemotherapy

Technology Process of (2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol

There total 8 articles about (2R,3S,4S,5R)-1,6-dibromohexane-2,3,4,5-tetrol 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: 85.0%

mannitol (69-65-8) → mitobronitol (488-41-5)

Guidance literature:

With hydrogen bromide; sodium bromide; In tetrahydrofuran; at 50 - 90 ℃; for 0.17h; Reagent/catalyst;

Reference yield:

O2,O4-(R)-benzylidene-1,6-dibromo-D-1,6-dideoxy-mannitol → mitobronitol (488-41-5)

Guidance literature:

With hydrogen bromide; In methanol;

DOI:10.1016/S0008-6215(00)82538-0

Reference yield:

Acetyl bromide (506-96-7) + mannitol (69-65-8) → mitobronitol (488-41-5)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 48h; Darkness;

DOI:10.1002/pola.26406

upstream raw materials:

1,4:3,6-dianhydro-D-mannitol

mannitol

1,2:5,6-di-anhydro-D-mannitol

1,6-dibromo-1,6-dideoxy-3,4-O-isopropylidene-D-mannitol

Downstream raw materials:

1,6-Didesoxy-1,6-diiod-D-mannit

(3R,4R)-1,5-hexadiene-3,4-diol

C₈H₁₀O₃

Refernces

• 1、 -. "A process for preparing dibromo mannitol method". Paragraph 0032-0035; 0038; 0041. . Retrieved 2019/02/13.
• 2、 -. "Application of cation exchange resin to improvement of yield in bromination reaction of hexanehexol". Paragraph 0090 - 0095. . Retrieved 2017/07/08.