(2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol

Base Information

• Chemical Name: (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol
• CAS No.: 133839-45-9
• Molecular Formula: C₂₂H₃₆O₆
• Molecular Weight: 396.524
• Mol file: 133839-45-9.mol

Synonyms:(2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol

Chemical Property of (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol

There total 20 articles about (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol 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: 91.0%

(2R,4R,5S,6S,7R)-5,7-Dihydroxy-6-methoxy-4-[2-(4-methoxy-benzyloxy)-ethyl]-2-methyl-dec-9-enal → (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol (133839-45-9)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In ethanol;

Reference yield: 91.0%

(3R,5R,6S)-6-((1S,2R)-2-Hydroxy-1-methoxy-pent-4-enyl)-5-[2-(4-methoxy-benzyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-ol (133839-54-0) → (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol (133839-45-9)

Guidance literature:

With calcium borohydride; In ethanol; for 3h; Ambient temperature;

DOI:10.1248/cpb.39.64

Reference yield:

(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole (129272-55-5) → (2R,4R,5S,6S,7R)-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decene-1,5,7-triol (133839-45-9)

Guidance literature:

Multi-step reaction with 11 steps

1: 1) NaH / 1) DMF, r.t., 30 min, 2) 60 deg C, 90 min

2: 1) NaH / 1) THF, DMSO, r.t., 2h, 2) 12h

3: 3N H₂SO₄ / dioxane / 48 h / Ambient temperature

4: NaIO₄ / H₂O; methanol / 2 h / 5 °C

6: 1) DIBAH, 2) CSA / 1) CH₂Cl₂, hexane, -80 deg C, 1h, 2) r.t., 1h

7: 77.8 percent / H₂ / Raney-Ni W-2 / ethanol / 9 h / 760 Torr / Ambient temperature

8: 1) (COCl₂)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -90 deg C, 30 min, 2) -90 to -70 deg C, 1h

9: 1) MgBr₂*Et₂O / 1) CH₂Cl₂, Et₂O, -60 deg C, 10 min, 2) <60 deg C, 15 min

10: 80 percent / 1N HCl / tetrahydrofuran / 6 h / 50 °C

11: 91 percent / Ca(BH₄)2 / ethanol / 3 h / Ambient temperature

With hydrogenchloride; sodium periodate; calcium borohydride; (COCl₂)2; sulfuric acid; camphor-10-sulfonic acid; hydrogen; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; magnesium bromide; Raney-Ni W-2; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water;

DOI:10.1248/cpb.39.64

upstream raw materials:

(3R,5R,6S)-6-((1S,2R)-2-Hydroxy-1-methoxy-pent-4-enyl)-5-[2-(4-methoxy-benzyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-ol

1,2;5,6-di-O-isopropylidene-3-(2-hydroxyethyl)-α-D-allofuranoside

(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

2(S)-<2(S)-isopropyloxy-5(R)-<2-(4-methoxybenzyloxy)ethyl>-3(R)-methyl-6(S)-tetrahydropyranyl>-2-methoxyethanol

Downstream raw materials:

(2R,4R,5S,6S,7R)-5,7-isopropylidenedioxy-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decenol

(2R,4R,5S,6S,7R)-5,7-isopropylidenedioxy-6-methoxy-4-<2-(4-methoxybenzyloxy)ethyl>-2-methyl-9-decenal

[(3R,5R)-5-((4S,5S,6R)-6-Allyl-5-methoxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2-hydroxy-7-(4-methoxy-benzyloxy)-3-methyl-heptyl]-phosphonic acid dimethyl ester

dimethyl (3R,5R,6S,7S,8R)-6,8-isopropylidenedioxy-7-methoxy-5-<2-(4-methoxybenzyloxy)ethyl>-3-methyl-2-oxo-10-undecenylphosphonate