3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol

Base Information

• Chemical Name: 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol
• CAS No.: 106543-52-6
• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.353
• Mol file: 106543-52-6.mol

Synonyms:3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol

Chemical Property of 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol

There total 6 articles about 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol 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: 20.0%

methyl (E)-3-[trans-2-(3,4-dihydroxyphenyl)-7-hydroxy-3-methoxycarbonyl-2,3-dihydro-1-benzofuran-5-yl]propanoate → 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol (106543-52-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/jm990251m

Reference yield:

Methyl caffeate (3843-74-1,67667-67-8) → 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol (106543-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / Ag₂O / benzene; acetone

2: 95 percent / H₂ / 5percent Pd/C / acetone / 0.33 h / 3102.97 Torr

3: 20 percent / LiAlH₄

With lithium aluminium tetrahydride; hydrogen; silver(l) oxide; 5percent Pd/C; In acetone; benzene;

DOI:10.1021/np0103968

Reference yield:

(±)-methyl trans-(E)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-(3-methoxy-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxylate → 3-[trans-2-(3,4-dihydroxyphenyl)-3-hydroxymethyl-7-hydroxy-2,3-dihydro-1-benzofuran-5-yl]propan-1-ol (106543-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / 5percent Pd/C / acetone / 0.33 h / 3102.97 Torr

2: 20 percent / LiAlH₄

With lithium aluminium tetrahydride; hydrogen; 5percent Pd/C; In acetone;

DOI:10.1021/np0103968

upstream raw materials:

3-<(2RS,3RS)-7-Acetoxy-2-(3,4-diacetoxyphenyl)-3-(ethoxycarbonyl)-2,3-dihydrobenzofuran-5-yl>propansauere-ethylester

Methyl caffeate

caffeic acid

(E)-3-<(2RS,3RS)-7-Acetoxy-2-(3,4-diacetoxyphenyl)-3-(ethoxycarbonyl)-2,3-dihydrobenzofuran-5-yl>propensauere-ethylester

Downstream raw materials:

(+/-)-2r-(3,4-dimethoxy-phenyl)-7-methoxy-3t-methyl-5-propyl-2,3-dihydro-benzofuran

3-<(2RS,3SR)-2-(3,4-Dimethoxyphenyl)-2,3-dihydro-7-methoxy-3-(tosyloxymethyl)benzofuran-5-yl>-1-(tosyloxy)propan