2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Base Information

• Chemical Name: 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol
• CAS No.: 79607-47-9
• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.332
• Mol file: 79607-47-9.mol

Synonyms:2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Chemical Property of 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol

There total 5 articles about 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol 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: 84.0%

[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-acetic acid methyl ester (79646-67-6) → 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol (79607-47-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)81800-1

Reference yield:

(4aR,6S,8aR)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one (6752-49-4) → 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol (79607-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Wittig-reaction

2: 84 percent / LiAlH₄ / tetrahydrofuran

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)81800-1

Reference yield:

(4aR,6S,8aR)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one (6752-49-4) → 2-[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethanol (79607-47-9,90024-28-5,100164-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / tetrahydrofuran / 4 h / Heating

2: NaH

3: LiAlH₄

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;

upstream raw materials:

[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-acetic acid methyl ester

(4aR,6S,8aR)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

[(4aR,6S,8aS)-6-Methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-acetic acid methyl ester

methyl 4,6-O-benzylidene-2-deoxy-3-C-vinyl-α-D-ribo-hexopyranoside

Downstream raw materials:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-(formylmethylene)-α-D-erythro-hexopyranoside

Acetic acid 1-acetoxy-2-[(4aR,6S,8aS)-6-methoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-(8E)-ylidene]-ethyl ester

[(Z)-2-((4aR,6S,8aS)-6-Methoxy-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-vinyl]-dimethyl-amine

2,2,2-Trichloro-N-((4aR,6S,8S,8aS)-8-formyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-acetamide