[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol

Base Information

• Chemical Name: [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol
• CAS No.: 124662-58-4
• Molecular Formula: C₂₃H₃₀O₉
• Molecular Weight: 450.486
• Mol file: 124662-58-4.mol

Synonyms:[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol

Chemical Property of [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol

There total 12 articles about [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol 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%

Acetic acid (2S,3R)-7-methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-ylmethyl ester (124662-57-3) → [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol (124662-58-4)

Guidance literature:

With sodium hydroxide; In methanol; for 1h; Ambient temperature;

DOI:10.1248/cpb.37.1441

Reference yield:

4-benzyloxy-3-methoxyacetophenone (1835-11-6) → [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol (124662-58-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 93 percent / KOH / ethanol

2: 87 percent / conc. HCl / methanol; dioxane

3: 92 percent / 30percent H₂O₂, 5percent NaOH / methanol; dioxane

4: 1.) BF₃*Et₂O, 2.) NaBH₄ / 1.) benzene, 0 deg C, 2.) THF

5: 66 percent / H₂ / 10percent Pd-C / methanol

6: BF₃-Et₂O / 5 °C

7: 66 percent / (i-Pr)2NEt / CH₂Cl₂

8: 91 percent / 1M NaOH / methanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane;

DOI:10.1039/c39880000749

Reference yield:

1-(4-Benzyloxy-3-methoxy-phenyl)-2-(2,3-bis-benzyloxy-5-hydroxymethyl-phenyl)-propane-1,3-diol (119389-99-0,124662-52-8) → [(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-methanol (124662-58-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / H₂ / 10percent Pd-C / methanol

2: BF₃-Et₂O / 5 °C

3: 66 percent / (i-Pr)2NEt / CH₂Cl₂

4: 91 percent / 1M NaOH / methanol

With sodium hydroxide; boron trifluoride diethyl etherate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1039/c39880000749

upstream raw materials:

Acetic acid (2S,3R)-7-methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-ylmethyl ester

4-benzyloxy-3-methoxyacetophenone

erythro-1-(4-hydroxy-3-methoxyphenyl)-2-(2,3-dihydroxy-5-hydroxymethylphenyl)-1,3-propanediol

3-hydroxymethyl-2-(4-hydroxy-3-methoxyphenyl)-7-hydroxy-5-acetoxymethyl-2,3-dihydrobenzofuran

Downstream raw materials:

(E)-3-[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-1-(2,4,6-tris-methoxymethoxy-phenyl)-propenone

{3-[(2S,3R)-7-Methoxymethoxy-2-(3-methoxy-4-methoxymethoxy-phenyl)-3-methoxymethoxymethyl-2,3-dihydro-benzofuran-5-yl]-oxiranyl}-(2,4,6-tris-methoxymethoxy-phenyl)-methanone

(+/-)-silychristin

(2R,3R)-3,5,7-Trihydroxy-2-[(2S,3R)-7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-hydroxymethyl-2,3-dihydro-benzofuran-5-yl]-chroman-4-one