(2R,4R,5R)-2,4,5-trihydroxyhexanal

Base Information

• Chemical Name: (2R,4R,5R)-2,4,5-trihydroxyhexanal
• CAS No.: 644-48-4
• Molecular Formula: C₆H₁₂O₄
• Molecular Weight: 148.159
• UNII: ZP07RTT4BN
• DSSTox Substance ID: DTXSID201319127
• Nikkaji Number: J12.183E
• Wikidata: Q27096341

Synonyms:3,6-dideoxy-D-xylo-hexose;abequose

Chemical Property of (2R,4R,5R)-2,4,5-trihydroxyhexanal

Chemical Property:

• Vapor Pressure: 8.28E-07mmHg at 25°C
• Boiling Point: 365°C at 760 mmHg
• Flash Point: 188.8°C
• PSA: 69.92000
• Density: 1.249g/cm³
• LogP: -1.16460
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 148.07355886
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(CC(C=O)O)O)O
• Isomeric SMILES: C[C@H]([C@@H](C[C@H](C=O)O)O)O

Technology Process of (2R,4R,5R)-2,4,5-trihydroxyhexanal

There total 21 articles about (2R,4R,5R)-2,4,5-trihydroxyhexanal 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: 76.0%

methyl 3,6-dideoxy-α-D-ribo-hexapyranoside (31899-66-8) → (6-deoxy-3-O-methyl)-D-allose (496-79-7,496-80-0,554-04-1,644-48-4,75081-96-8,75081-97-9,75081-98-0,75081-99-1,89194-46-7,89194-47-8,129567-18-6,129567-21-1,139630-52-7,139630-53-8,147129-67-7,583-82-4)

Guidance literature:

With hydrogenchloride; water; at 80 ℃; for 5h;

DOI:10.1021/np800447k

Reference yield: 12.0%

(R)-3-Hydroxy-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one (61892-51-1,73679-22-8,73679-23-9,79645-45-7,98392-64-4,98392-65-5,104832-13-5,104832-14-6) → ascarylitol (504-10-9) + L-arabino-3,6-dideoxy-hexose (496-79-7,496-80-0,554-04-1,583-82-4,644-48-4,75081-96-8,75081-97-9,75081-98-0,75081-99-1,89194-46-7,89194-47-8,129567-18-6,129567-21-1,139630-52-7,139630-53-8,147129-67-7) + D-ribo-1,4-dideoxy-hexitol (62137-57-9) + 3,6-dideoxy-L-ribo-hexose (496-79-7,496-80-0,554-04-1,583-82-4,644-48-4,75081-96-8,75081-97-9,75081-98-0,75081-99-1,89194-46-7,89194-47-8,129567-18-6,129567-21-1,139630-52-7,139630-53-8,147129-67-7)

Guidance literature:

With NaAlH₂(OCH₂CH₂OCH₃); In tetrahydrofuran; 1,4-dioxane; toluene; at -23 ℃; for 2h;

DOI:10.1007/BF00951897

Reference yield: 12.0%

(R)-3-Hydroxy-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one (61892-51-1,73679-22-8,73679-23-9,79645-45-7,98392-64-4,98392-65-5,104832-13-5,104832-14-6) → ascarylitol (504-10-9) + L-arabino-3,6-dideoxy-hexose (496-79-7,496-80-0,554-04-1,583-82-4,644-48-4,75081-96-8,75081-97-9,75081-98-0,75081-99-1,89194-46-7,89194-47-8,129567-18-6,129567-21-1,139630-52-7,139630-53-8,147129-67-7) + D-ribo-1,4-dideoxy-hexitol (62137-57-9) + 3,6-dideoxy-L-ribo-hexose (496-79-7,496-80-0,554-04-1,583-82-4,644-48-4,75081-96-8,75081-97-9,75081-98-0,75081-99-1,89194-46-7,89194-47-8,129567-18-6,129567-21-1,139630-52-7,139630-53-8,147129-67-7)

Guidance literature:

With NaAlH₂(OCH₂CH₂OCH₃); In tetrahydrofuran; 1,4-dioxane; toluene; at -23 ℃; for 2h;

DOI:10.1007/BF00951897

upstream raw materials:

methyl 3,6-dideoxy-α-D-xylo-hexopyranoside

2,5-di-O-acetyl-3,6-dideoxy-DL-xylo-aldonolactone

butyl (E)-2-hydroxy-6-oxo-hex-4-enoate

butyl (E)-2-acetoxy-6-hydroxy-hex-4-enoate

Downstream raw materials:

C₁₈H₂₂O₃S₂

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