diethyl 3-(benzyloxymethyloxy)glutarate

Base Information

• Chemical Name: diethyl 3-(benzyloxymethyloxy)glutarate
• CAS No.: 1607830-30-7
• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.374
• Mol file: 1607830-30-7.mol

Synonyms:diethyl 3-(benzyloxymethyloxy)glutarate

Chemical Property of diethyl 3-(benzyloxymethyloxy)glutarate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of diethyl 3-(benzyloxymethyloxy)glutarate

There total 1 articles about diethyl 3-(benzyloxymethyloxy)glutarate 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: 85.0%

Benzyloxymethyl chloride (3587-60-8) + diethyl 3-hydroxyglutarate (32328-03-3) → diethyl 3-(benzyloxymethyloxy)glutarate (1607830-30-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201301374

Reference yield: 81.0%

diethyl 3-(benzyloxymethyloxy)glutarate (1607830-30-7) → 3-(benzyloxymethoxy)glutaric acid (1607830-31-8)

Guidance literature:

With lithium hydrochloride monohydrate; In methanol; water; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201301374

Reference yield: 61.0%

diethyl 3-(benzyloxymethyloxy)glutarate (1607830-30-7) → ethyl (S)-3-(benzyloxymethoxy)glutarate

Guidance literature:

With lipase B from Candida antarctica; In aq. phosphate buffer; dimethyl sulfoxide; at 20 ℃; for 24h; pH=7.5; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/chem.201704624

upstream raw materials:

Benzyloxymethyl chloride

diethyl 3-hydroxyglutarate

Downstream raw materials:

3-(benzyloxymethoxy)glutaric acid

3-(benzyloxymethoxy)glutaric anhydride

(R)-monobenzyl 3-(benzyloxymethoxy)glutarate

(S)-4-(benzyloxycarbonylamino)-3-(benzyloxymethoxy)butyric acid

Refernces

• 1、 Ivsic, Trpimir,Dokli, Irena,Rimac, Ana,Hamersak, Zdenko. "Synthesis of GABOB and GABOB-based chiral units possessing distinct protecting groups". . p. 631 - 638. Retrieved 2014/02/14.