2-(Iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate

Base Information

• Chemical Name: 2-(Iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate
• CAS No.: 21317-48-6
• Molecular Formula: C14H17IO4
• Molecular Weight: 376.1869
• NSC Number: 125613
• DSSTox Substance ID: DTXSID30298731
• Mol file: 21317-48-6.mol

Synonyms:21317-48-6;2-(iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate;NSC125613;DTXSID30298731;NSC-125613

Chemical Property of 2-(Iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate

Chemical Property:

• Vapor Pressure: 2.65E-07mmHg at 25°C
• Boiling Point: 421.2°C at 760 mmHg
• Flash Point: 208.5°C
• Density: 1.56g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 376.01716
• Heavy Atom Count: 19
• Complexity: 291

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1CCC(C(O1)CI)OC(=O)C2=CC=CC=C2

Technology Process of 2-(Iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate

There total 2 articles about 2-(Iodomethyl)-6-methoxytetrahydro-2h-pyran-3-yl benzoate 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:

methyl 2,3-dideoxy-α-D-erythro-hexopyranoside (61278-06-6) → Benzoic acid (2S,3S,6S)-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yl ester (21317-48-6)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; Yield given. Multistep reaction; 1. toluene, 20min, r.t.;

DOI:10.1021/jo00006a047

Reference yield:

→ Benzoic acid (2S,3S,6S)-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yl ester (21317-48-6)

Guidance literature:

Bromid 3, KI, Dimethylformamid;

DOI:10.1021/jo01263a064

Reference yield: 10.0%

Benzoic acid (2S,3S,6S)-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yl ester (21317-48-6) → 4(S)-(Benzoyloxy)hex-5-enal (131566-75-1) + 4-O-Benzoylhex-5-ene-1,4(S)-diol (131588-23-3)

Guidance literature:

With silver-graphite; zinc; In tetrahydrofuran; at 25 ℃; for 0.0833333h;

DOI:10.1021/jo00006a047

upstream raw materials:

methyl 2,3-dideoxy-α-D-erythro-hexopyranoside

Downstream raw materials:

4(S)-(Benzoyloxy)hex-5-enal

4-O-Benzoylhex-5-ene-1,4(S)-diol

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