(1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol

Base Information

• Chemical Name: (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol
• CAS No.: 80287-37-2
• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.444
• Mol file: 80287-37-2.mol

Synonyms:

Chemical Property of (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol

There total 3 articles about (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol 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:

3-hydroxy-α-conidendrin monomethyl ether (80240-54-6) → (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol (80287-37-2)

Guidance literature:

Multi-step reaction with 2 steps

2: LiAlH₄ / tetrahydrofuran / 4 h / Ambient temperature

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1248/cpb.29.2082

Reference yield:

5-hydroxytrachelogenin (74861-44-2) → (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol (80287-37-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrochloric acid / acetic acid / Ambient temperature

3: LiAlH₄ / tetrahydrofuran / 4 h / Ambient temperature

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; acetic acid;

DOI:10.1248/cpb.29.2082

Reference yield:

3-hydroxy-α-conidendrin dimethyl ether (80240-55-7) → iso-olivil dimethyl ether (16462-68-3) + (1S,2R,3S,3aR)-6,7-dimethoxy-3-hydroxy-2-hydroxymethyl-1,3',4'-dimethoxyphenyl-1,2,3,4-tetrahyronaphthalene-3-carboxylic acid lactol (80287-37-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Yield given; Ambient temperature;

DOI:10.1248/cpb.29.2082

upstream raw materials:

3-hydroxy-α-conidendrin dimethyl ether

3-hydroxy-α-conidendrin monomethyl ether

5-hydroxytrachelogenin

Downstream raw materials:

iso-olivil dimethyl ether