(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Base Information

Chemical Name:(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol
CAS No.:388082-05-1
Molecular Formula:C₃₀H₄₂O₇
Molecular Weight:514.659
Hs Code.:

Synonyms:(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Suppliers and Price of (E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

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)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

There total 16 articles about (E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol 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:

: 80910-01-6,108836-41-5,134733-19-0,144069-33-0
(S)-2-[(4-methoxybenzyloxy)methyl]oxirane

: 388082-05-1
(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Guidance literature:: Multi-step reaction with 12 steps

1: CuI

2: imidazole

3: OsO₄; NMO

4: NaIO₄

5: DIBAL / -78 °C

6: 90 percent / Ti(O-i-Pr)4; (-)-DET; TBHP / -40 °C

7: 91 percent / Swern reagent

8: 92 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 2 h / -20 °C

9: 87 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.08 h / 0 °C

10: tetrabutylammonium fluoride / tetrahydrofuran / 12 h

11: 0.81 g / SiO₂

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; swern reagent; tetrabutyl ammonium fluoride; silica gel; potassium hexamethylsilazane; diisobutylaluminium hydride; (-)-diethyl tartrate; In tetrahydrofuran; methanol; toluene; 7: Sharpless asymmetric epoxidation / 8: Swern oxidation / 9: Horner-Wadsworth-Emmons olefination / 10: Luche reduction;
DOI:10.1021/ol016948v

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 388082-05-1
(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDA; LiCl / -78 °C

1.2: 79 percent / H₂SO₄ / dioxane / 95 °C

2.1: BuLi / -78 °C

2.2: LDA / -78 °C

3.1: -78 - 20 °C

4.1: 92 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 2 h / -20 °C

5.1: 87 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.08 h / 0 °C

6.1: tetrabutylammonium fluoride / tetrahydrofuran / 12 h

7.1: 0.81 g / SiO₂

With sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; tetrabutyl ammonium fluoride; silica gel; potassium hexamethylsilazane; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; toluene; 4.1: Horner-Wadsworth-Emmons olefination / 5.1: Luche reduction;
DOI:10.1021/ol016948v

Reference yield:

: 116060-83-4
(3S,5R)-5-Benzyloxymethyl-3-methyl-dihydro-furan-2-one

: 388082-05-1
(E)-(2R,4S)-1-Benzyloxy-7-[(2S,3R,6S)-3-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-methyl-tetrahydro-pyran-2-yl]-4-methyl-hept-6-ene-2,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / -78 °C

1.2: LDA / -78 °C

2.1: -78 - 20 °C

3.1: 92 percent / potassium hexamethyldisilazide / tetrahydrofuran; toluene / 2 h / -20 °C

4.1: 87 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.08 h / 0 °C

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 12 h

6.1: 0.81 g / SiO₂

With sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; tetrabutyl ammonium fluoride; silica gel; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene; 3.1: Horner-Wadsworth-Emmons olefination / 4.1: Luche reduction;
DOI:10.1021/ol016948v