(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester
CAS No.:80890-17-1
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Suppliers and Price of (E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

There total 15 articles about (E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester 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: 87.0%

: 80879-42-1
(2R,3R)-2-Benzyloxymethyl-3-hydroxy-pentanal

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 80890-17-1
(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Guidance literature:: In toluene; at 60 ℃; for 3h;
DOI:10.1021/ja00371a043

Reference yield:

: 66926-89-4
Benzoic acid (3aR,5R,6R,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

: 80890-17-1
(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: K₂CO₃, MeOH

2: pyridine

3: 60 percent / tetrahydrofuran / 48 h / 25 °C

4: 1.) Dibal, 2.) H₂SO₄ / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) 25 deg C , 0.5 h

5: LiAlH₄ / diethyl ether / 0.5 h / 0 °C

6: H₂ / Pd-C / ethanol / 0.5 h / 25 °C

7: KH / tetrahydrofuran / 6 h / 60 °C

8: 98 percent / Amberlite IR-120 / H₂O / 8 h / 90 °C

9: 1.) NaBH₄, 2.) NaIO₄ / 1.) EtOH, 25 deg C, 48 h, 2.) EtOH-H₂O, 0 deg C

10: 87 percent / toluene / 3 h / 60 °C

With pyridine; methanol; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Amberlite IR-120; sulfuric acid; hydrogen; potassium hydride; diisobutylaluminium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water; toluene;
DOI:10.1021/ja00371a043

Reference yield:

: 14686-89-6
(1,2:5,6)-di-O-isopropylidene-D-gulose

: 80890-17-1
(E)-(4R,5R)-4-Benzyloxymethyl-5-hydroxy-2-methyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: pyridine

2: aq. H₂SO₄

3: 1.) (EtO)3CH / 2.) heating

4: K₂CO₃, MeOH

5: pyridine

6: 60 percent / tetrahydrofuran / 48 h / 25 °C

7: 1.) Dibal, 2.) H₂SO₄ / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) 25 deg C , 0.5 h

8: LiAlH₄ / diethyl ether / 0.5 h / 0 °C

9: H₂ / Pd-C / ethanol / 0.5 h / 25 °C

10: KH / tetrahydrofuran / 6 h / 60 °C

11: 98 percent / Amberlite IR-120 / H₂O / 8 h / 90 °C

12: 1.) NaBH₄, 2.) NaIO₄ / 1.) EtOH, 25 deg C, 48 h, 2.) EtOH-H₂O, 0 deg C

13: 87 percent / toluene / 3 h / 60 °C

With pyridine; methanol; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; Amberlite IR-120; sulfuric acid; hydrogen; potassium hydride; diisobutylaluminium hydride; potassium carbonate; orthoformic acid triethyl ester; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; water; toluene;
DOI:10.1021/ja00371a043