ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

Base Information

Chemical Name:ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate
CAS No.:113956-99-3
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

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Chemical Property of ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

Chemical Property:

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Technology Process of ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

There total 16 articles about ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate 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: 90.0%

: 108470-16-2
(2S,3R)-3-hydroxy-2-<(4-methoxybenzyl)oxymethyl>pentanal

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 113956-99-3
(Z)-(4R,5R)-5-Hydroxy-4-(4-methoxy-benzyloxymethyl)-2-methyl-hept-2-enoic acid ethyl ester

: 113956-99-3
ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

Guidance literature:: In ethanol; at 60 ℃; for 10h;
DOI:10.1248/cpb.35.2219

Reference yield: 90.0%

: 108470-16-2
(2S,3R)-3-hydroxy-2-<(4-methoxybenzyl)oxymethyl>pentanal

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 113956-99-3
(Z)-(4R,5R)-5-Hydroxy-4-(4-methoxy-benzyloxymethyl)-2-methyl-hept-2-enoic acid ethyl ester

: 113956-99-3
ethyl (5R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenoate

Guidance literature:: In ethanol; at 60 ℃; for 10h;
DOI:10.1248/cpb.35.2219

Reference yield:

: 98039-10-2
3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose

: 113956-99-3
(Z)-(4R,5R)-5-Hydroxy-4-(4-methoxy-benzyloxymethyl)-2-methyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 86.5 percent / 2percent H₂SO₄ / methanol / 15 h / Ambient temperature

2: Et₃N/DMAP / CH₂Cl₂ / 19 h / Ambient temperature

3: NaI / butan-2-one / 24 h / Heating

4: 98.5 percent / H₂ / 10percent Pd-C / 0.5 h

5: 70 percent / 4.5 N HCl / tetrahydrofuran / 5.5 h / 50 °C

6: 86 percent / Ca(BH₄)2 / ethanol / 1 h / Ambient temperature

7: 95 percent / NaIO₄ / methanol; H₂O / 1 h / Ambient temperature

8: ethanol / 10 h / 60 °C

With hydrogenchloride; dmap; sodium periodate; calcium borohydride; sulfuric acid; hydrogen; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; butanone;
DOI:10.1248/cpb.35.2219