(3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one

Base Information

Chemical Name:(3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one
CAS No.:186790-80-7
Molecular Formula:C₁₃H₂₀O₅
Molecular Weight:256.299
Hs Code.:
DSSTox Substance ID:DTXSID80552931
Mol file:186790-80-7.mol

Synonyms:186790-80-7;(3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one;(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal;DTXSID80552931;(3a'R,6a'S)-6'-[(Propan-2-yl)oxy]dihydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxol]-4'(3a'H)-one

Suppliers and Price of (3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-γ-butyrolactoneCyclohexylKetal
100 mg
$ 155.00

Biosynth Carbosynth
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal
50 mg
$ 140.00

Biosynth Carbosynth
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal
1 g
$ 1528.80

Biosynth Carbosynth
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal
500 mg
$ 840.00

Biosynth Carbosynth
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal
250 mg
$ 462.50

Biosynth Carbosynth
(2R,3S)-2,3-Dihydroxy-4-isopropoxy-gamma-butyrolactone cyclohexyl ketal
100 mg
$ 255.00

Total 2 raw suppliers

Chemical Property of (3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one

Chemical Property:

PSA：36.92000
LogP:2.72580
Solubility.:Chloroform
XLogP3:2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:256.13107373
Heavy Atom Count:18
Complexity:334

Purity/Quality:

95% ^*data from raw suppliers

(2R,3S)-2,3-Dihydroxy-4-isopropoxy-γ-butyrolactoneCyclohexylKetal ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)OC1C2C(C(=O)O1)OC3(O2)CCCCC3
Isomeric SMILES:CC(C)OC1[C@@H]2[C@H](C(=O)O1)OC3(O2)CCCCC3
Uses Intermediate in the preparation of Mannostatin derivatives.

Technology Process of (3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one

There total 4 articles about (3Ar,6aS)-6-propan-2-yloxyspiro[6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxole-2,1'-cyclohexane]-4-one 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: 97.0%

: 186803-48-5
2,3-O-cyclohexylidene-L-(-)-erythruronic acid

: 67-63-0,8013-70-5
isopropyl alcohol

: 186790-80-7
2,3-(cyclohexylidenedioxy)-4-hydroxy-4-(2-propyloxy)butanoic acid lactone

Guidance literature:: With pyridinium p-toluenesulfonate; for 1.5h; Heating;
DOI:10.1021/jo00233a029

Reference yield: 23.3%

: 186803-48-5
2,3-O-cyclohexylidene-L-(-)-erythruronic acid

: 67-63-0,8013-70-5
isopropyl alcohol

: 186790-80-7
2,3-(cyclohexylidenedioxy)-4-hydroxy-4-(2-propyloxy)butanoic acid lactone

: 3-[1-Isopropoxy-meth-(Z)-ylidene]-1,4-dioxa-spiro[4.5]decane-2-carboxylic acid isopropyl ester

: 3-Diisopropoxymethyl-1,4-dioxa-spiro[4.5]decane-2-carboxylic acid isopropyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; at 60 ℃; for 2.5h; Product distribution; influence of temperature, reaction time;
DOI:10.1080/00397919708005020

Reference yield:

: 27304-20-7,546141-19-9
2,3-O-cyclohexylidene-γ-D-ribonolactone

: 186790-80-7
2,3-(cyclohexylidenedioxy)-4-hydroxy-4-(2-propyloxy)butanoic acid lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) aq. KOH, 2.) aq. KIO₄ / 1.) 40 deg C, 15 min, 2.) 4 deg C, 5 h

2: pyridinium p-toluenesulfonate / 12 h / 60 °C

With potassium hydroxide; potassium metaperiodate; pyridinium p-toluenesulfonate;
DOI:10.1080/00397919708005020