6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI)

Base Information

Chemical Name:6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI)
CAS No.:14087-34-4
Molecular Formula:C₉H₁₂O₅
Molecular Weight:200.191
Hs Code.:
Mol file:14087-34-4.mol

Synonyms:6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate (8CI); 6-Oxabicyclo[3.1.0]hexane-2,4-diol, diacetate,(1R,2R,4S,5S)-rel- (9CI); 6-Oxabicyclo[3.1.0]hexane-2,4-diol, diacetate, (1a,2b,4b,5a)-

Suppliers and Price of 6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI)

Supply Marketing:

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

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Chemical Property of 6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI)

Chemical Property:

PSA：65.13000
LogP:0.02090

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI)

There total 6 articles about 6-Oxabicyclo[3.1.0]hexane-2,4-diol,diacetate,(1R,2R,4S,5S)-rel-(9CI) 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: 70.0%

: 108-24-7
acetic anhydride

: 137726-50-2,137820-14-5,141394-35-6,141394-36-7
(1RS,2SR,4RS,5RS)-(+/-)-4-hydroxy-6-oxabicyclo<3.1.0>hex-2-yl acetate

: 14087-34-4,14087-33-3
(1RS,2SR,4RS,5RS)-6-oxabicyclo<3.1.0>hex-2,4-diyl diacetate

Guidance literature:: With pyridine; for 24h; Ambient temperature;
DOI:10.1016/S0957-4166(99)00236-0

Reference yield: 38.0%

: 108-05-4,9003-20-7
vinyl acetate

: 137942-19-9
(1RS,2RS,4SR,5SR)-6-Oxabicyclo<3.1.0>hexane-2,4-diol

: 824403-84-1
(1R,2R,4S,5S)-(-)-2-Hydroxy-6-oxabicyclo<3.1.0>hex-4-yl acetate

: 14087-34-4,14087-33-3
(1RS,2SR,4RS,5RS)-6-oxabicyclo<3.1.0>hex-2,4-diyl diacetate

Guidance literature:: With triethylamine; In tetrahydrofuran; for 24h; Ambient temperature; Candida sp. 382 as lipase;
DOI:10.1016/S0040-4020(01)88281-8

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 14087-34-4,14087-33-3
(1RS,2SR,4RS,5RS)-6-oxabicyclo<3.1.0>hex-2,4-diyl diacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / imidazole, pyridine / 1.5 h / Ambient temperature

2: 25 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 30 h / Ambient temperature

3: 95 percent / acetic acid, H₂O / tetrahydrofuran / 48 h / 50 °C

4: 57 percent / triethylamine / tetrahydrofuran / 0.5 h / Ambient temperature; Pancreatin as lipase

With pyridine; 1H-imidazole; water; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)88281-8