81470-73-7

Basic information

• Product Name: ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate
• Synonyms: ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate
• CAS NO: 81470-73-7
• Molecular Weight: 248.322
• Mol File: 81470-73-7.mol

Chemical Properties

• CAS DataBase Reference: ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate(81470-73-7)
• EPA Substance Registry System: ethyl (4R,2E)-5-(benzyloxy)-4-methylpent-2-enoate(81470-73-7)

Safety Data

• Hazardous Substances Data: 81470-73-7(Hazardous Substances Data)

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 79026-61-2 (R)-3-benzyloxy-2-methylpropanal 
• 100-39-0 benzyl bromide 
• 104265-23-8 (2R,S)-((2S)-3-benzyloxy-2-methylpropoxy)tetrahydropyran 
• 74924-27-9 methyl (S)-3-benzyloxy-2-methylpropanoate 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 24074-26-8 ethyl (diisopropylphosphoryl)acetate 
• 81470-71-5 ((S)-3-tert-Butoxy-2-methyl-propoxymethyl)-benzene 

Downstream Products

• 1267597-10-3 (4R)-5-(benzyloxy)-4-methylpentanal 
• 1267597-08-9 (4R)-5-(benzyloxy)-4-methylpentan-1-ol 
• 329366-70-3 [(2R,3R,4S)-5-(benzyloxy)-3-methoxy-4-methylpentan-2-yloxy]-(tert-butyl)dimethylsilane 
• 329366-69-0 (2R,3R,4S)-3-methoxy-4-methyl-5-(phenylmethoxy)pentan-2-ol 
• 1621332-21-5 (R)-2-[(1R,2S)-3-(benzyloxy)-1-methoxy-2-methylpropyl]oxirane 
• 1621332-20-4 (1R,2S)-3-(benzyloxy)-2-methyl-1-[(R)-oxiran-2-yl]propan-1-ol 
• 1621332-19-1 (2R,3R,4S)-5-(benzyloxy)-2,3-dihydroxy-4-methylpentyl-4-methylbenzenesulfonate 
• 1621332-18-0 {(4R,5R)-5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}methyl-4-methylbenzenesulfonate 
• 1621332-17-9 {(4R,5R)-5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolan-4-yl}methanol 
• 1621332-16-8 (4S,5R)-ethyl 5-[(S)-1-(benzyloxy)propan-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 1373885-63-2 C₂₁H₃₄O₇ 
• 1373885-48-3 C₂₁H₃₄O₇ 
• 1373885-47-2 C₂₁H₃₂O₅ 
• 1373885-46-1 C₁₉H₂₈O₄ 

Relevant articles and documents

Total synthesis of the C37-C45 F-ring fragment of Spongistatins

The highly substituted F ring of Spongistatins was synthesized from (R)-(+)-3-benzyloxy-2-methylpropan-1-ol (5), using two sequential Sharpless dihydroxylations as key-steps. A 4-deoxy-4-methyl-D-threo-L-glucoheptopyranose derivative was obtained and could be used to generate the corresponding allyl β-C-glycoside.

Biocatalytic Approach for the Total Synthesis of (-)-Malyngolide and Its C(5)-Epimer

An enzymatic approach has been successfully utilized in the total synthesis of (-)-malyngolide and its C(5)-epimer. The required configuration was established by an enzymatic kinetic resolution and Sharpless asymmetric dihydroxylation.

A formal synthesis of herboxidiene/GEX1A

A formal synthesis of herboxidiene/GEX 1A is described. This approach demonstrates successful application of the Prins cyclization for the construction of the tetrahydropyran core of the target molecule. The chirality of the side chain has been established through the Sharpless asymmetric dihydroxylation and Evan's alkylation. The olefin cross-metathesis was applied to couple both key fragments. Copyright

Synthesis of a C29-C51 subunit of spongistatin 1 (altohyrtin A) starting from (R)-3-benzyloxy-2-methylpropan-1-ol

A protected C29-C51 subunit ((+)-38) of spongistatin 1 has been obtained. Key steps involve the aldol condensation of (3S,4R)-3-methyl-7-[(p- methoxybenzyl)oxy]-4-[(triethylsilyl)oxy]octan-2-one ((-)-6) with (tert- butyl)dimethylsilyl 4-deoxy-2,3-di-O-(methoxymethyl)-4-methyl-6-O-(tert- butyl)dimethylsilyl)-β-D-glycero-L-gluco-heptodialdo-1,5-pyranoside ((+)-7) and a C-glycosidation of (4R,7RandS,E)-7,8-dichloro-2-methylidene-1- (trimethylsilyl)oct-5-en-4-yl p-methoxybenzoate (16). Aldehyde (+)-7 was derived from (R)-3-benzyloxy-2-methylpropan-1-ol ((+)-10) in 13 formal steps but requiring the isolation of five intermediate products only. The longest linear synthetic scheme converts (+)-10 into (+)-38 in 2% overall yield (isolation of 11 intermediate products).

Pheromone Synthesis, CXXXV. Synthesis of (4R,5R,6S,7E,9E)-4,6,8-Trimethyl-7,9-undecadien-5-ol and Its Antipode, the Female Specific Compound of the Woodroach Cryptocercus punctulatus

(4R,5R,6S,7E,9E)-4,6,8-Trimethyl-7,9-undecadien-5-ol (1) and its antipode 1', the female specific compound of the woodroach Cryptocercus punctulatus, were synthesized by starting from methyl (R)-3-hydroxy-2-methylpropanoate (C). Key Words: Chiral centers,