443892-56-6

Basic information

• Product Name: HDMAPP (ammonium salt)
• Synonyms: HDMAPP (ammonium salt);YPBALCNFFTVQJJ-JZWSQSCTSA-N
• CAS NO: 443892-56-6
• Molecular Formula: C5H21N3O8P2
• Molecular Weight: 313.183062
• Mol File: 443892-56-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: HDMAPP (ammonium salt)(CAS DataBase Reference)
• NIST Chemistry Reference: HDMAPP (ammonium salt)(443892-56-6)
• EPA Substance Registry System: HDMAPP (ammonium salt)(443892-56-6)

Safety Data

• Hazardous Substances Data: 443892-56-6(Hazardous Substances Data)

Upstream product

• 1191-16-8 3-methylbut-2-enyl acetate 
• 129746-01-6 ethyl (E)-3-methyl-4-(tetrahydro-2H-pyran-2-yloxy)but-2-enoate 
• 129746-03-8 (E)-4-(Tetrahydropyran-2-yloxy)-3-methylbut-2-enylchloride 
• 114978-89-1 4-<(tetrahydro-2H-pyran-2-yl)oxy>-3-methyl-2E-buten-1-ol 
• 56905-13-6 (E)-4-chloro-2-methylbut-2-enoic acid 
• 56904-88-2 trans-3-hydroxymethyl-2-butenyl chloride 
• 203381-38-8 (2E)-4-tetrahydropyranyloxy-3-methylbut-2-enyl acetate 
• 556-82-1 3-methyl-2-buten-1-ol 
• 57152-93-9 (E)-4-hydroxy-3-methylbut-2-en-1-yl acetate 

Relevant articles and documents

Biosynthesis of terpenes. Preparation of (E)-1-hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathway

(E)-1-Hydroxy-2-methyl-but-2-enyl 4-diphosphate (E-6) was synthesized in six reaction steps from hydroxyacetone (9) and (ethoxycarbonylmethenyl)-triphenylphosphorane (11) with an overall yield of 38%. The compound was shown to be identical with the product of IspG protein, which serves as an intermediate in the nonmevalonate terpene biosynthetic pathway.

A convenient synthesis of (E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate and its [4-13C]-labeled form

The synthesis of (E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate, an intermediate in the deoxyxylulose pathway of isoprenoid biosynthesis, was accomplished by pyrophosphorylation of (E)-4-chloro-2-methyl-2-buten-1-ol. This route enables convenient access to isotopically labeled products, as demonstrated through the preparation of [4-13C]-(E)-4-hydroxy-3-methyl-2-butenyl pyrophosphate in 28% overall yield from [1-13C]-2-bromopropionic acid.

Synthesis of (2E)-4-hydroxy-3-methylbut-2-enyl diphosphate, a key intermediate in the biosynthesis of isoprenoids

The synthesis of (2E)-4-hydroxy-3-methylbut-2-enyl diphosphate (HMBPP) was described by regioselective hydroxylation and diphosphorylation of dimethylallyl alcohol. The synthesis started from commercially available 3-methylbut-2-en-1-ol. The 1-alcohol function of starting material was converted to the acetate by treatment with pyridine acetic anhydride. Selective allylic hydroxylation was achieved using selenium dioxide and tert-butyl hydro-peroxide.