(2S,4R)-2-(bromomethyl)-4-(phenylmethoxymethyl)-1,3-dioxolane

Base Information

• Chemical Name: (2S,4R)-2-(bromomethyl)-4-(phenylmethoxymethyl)-1,3-dioxolane
• CAS No.: 6204-40-6
• Molecular Formula: C₁₂H₁₅BrO₃
• Molecular Weight: 287.153
• European Community (EC) Number: 228-270-7
• DSSTox Substance ID: DTXSID70977593
• Nikkaji Number: J215.958I
• Wikidata: Q82962810
• Mol file: 6204-40-6.mol

Synonyms:6204-40-6;(Z)-4-((Benzyloxy)methyl)-2-(bromomethyl)-1,3-dioxolane;DTXSID70977593;EINECS 228-270-7;4-[(BENZYLOXY)METHYL]-2-(BROMOMETHYL)-1,3-DIOXOLANE;2alpha-(Bromomethyl)-4alpha-[(phenylmethoxy)methyl]-1,3-dioxolane

Chemical Property of (2S,4R)-2-(bromomethyl)-4-(phenylmethoxymethyl)-1,3-dioxolane

Chemical Property:

• Vapor Pressure: 4.51E-05mmHg at 25°C
• Boiling Point: 360.7°C at 760 mmHg
• Flash Point: 147.4°C
• PSA: 27.69000
• Density: 1.369g/cm³
• LogP: 2.33960
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 286.02046
• Heavy Atom Count: 16
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(O1)CBr)COCC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](O[C@H](O1)CBr)COCC2=CC=CC=C2

Technology Process of (2S,4R)-2-(bromomethyl)-4-(phenylmethoxymethyl)-1,3-dioxolane

There total 4 articles about (2S,4R)-2-(bromomethyl)-4-(phenylmethoxymethyl)-1,3-dioxolane 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:

sulpho-salicylic acid (21668-09-7) → trans-(2S,4S)-4-benzyloxymethyl-2-bromomethyl-1,3-dioxolane (6204-41-7,6204-40-6)

Guidance literature:

With sodium hydrogencarbonate;

Reference yield:

1-bromo-2,2-dimethoxyethane (7252-83-7) + 3-benzyloxypropan-1,2-diol (13071-59-5,17325-85-8,56552-80-8,4799-67-1) → (+/-)-4-<(benzyloxy)methyl>-2-(bromomethyl)-1,3-dioxolane (92905-04-9,6204-41-7,6204-40-6)

Guidance literature:

With toluene-4-sulfonic acid; at 100 ℃; for 20h; Yield given;

DOI:10.1021/jo00049a021

Reference yield:

1-bromo-2,2-dimethoxyethane (7252-83-7) + (R)-3-benzyloxy-1,2-propanediol (56552-80-8) → cis-(2R,4S)-4-benzyloxymethyl-2-bromomethyl-1,3-dioxolane (6204-41-7,6204-40-6) + trans-(2S,4S)-4-benzyloxymethyl-2-bromomethyl-1,3-dioxolane (6204-41-7,6204-40-6)

Guidance literature:

With toluene-4-sulfonic acid; Title compound not separated from byproducts;

upstream raw materials:

1-bromo-2,2-dimethoxyethane

3-benzyloxypropan-1,2-diol

(R)-3-benzyloxy-1,2-propanediol

sulpho-salicylic acid

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