1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)-

Base Information

Chemical Name:1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)-
CAS No.:451472-23-4
Molecular Formula:C13H20O6
Molecular Weight:272.298
Hs Code.:

Synonyms:

Suppliers and Price of 1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 1 raw suppliers

Chemical Property of 1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)-

Chemical Property:

Purity/Quality:: >95%,>98%e.e. ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)-

There total 2 articles about 1,4-Dioxaspiro[4.4]nonane-2,3-dicarboxylic acid, diethyl ester, (2R,3R)- 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: 87.0%

: 87-91-2
diethyl (2R,3R)-tartrate

: 120-92-3
cyclopentanone

: 451472-23-4,6946-61-8
2,3-diethyl(2R,3R)-1,4-dioxaspiro[4.4]nonane-2,3-dicarboxylate

Guidance literature:: With 10-camphorsulfonic acid; In toluene; at 150 ℃; for 24h;
DOI:10.1016/j.tetasy.2008.09.031

Reference yield:

: 87-91-2
diethyl (2R,3R)-tartrate

: 5763-53-1
1,1-bis-(hydroxymethyl)cyclopentane

: 451472-23-4,6946-61-8
2,3-diethyl(2R,3R)-1,4-dioxaspiro[4.4]nonane-2,3-dicarboxylate

Guidance literature:: With toluene-4-sulfonic acid;
DOI:10.1016/S0040-4039(01)93394-5

Reference yield:

: 451472-23-4,6946-61-8
2,3-diethyl(2R,3R)-1,4-dioxaspiro[4.4]nonane-2,3-dicarboxylate

: C₂₇H₃₆O₈S₂

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 4 h / 25 °C

2: Et₃N, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 0.33 h / 0 °C

3: t-BuOK / dimethylsulfoxide / 16 h

4: 1.) 9-BBN, 2.) 15percent w/v aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 25 deg C, 3 h, 2.) THF, 8 h

5: Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 72 h / 25 °C

With dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; dihydrogen peroxide; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja00037a014