(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Base Information

Chemical Name:(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)
CAS No.:239075-81-1
Molecular Formula:C₂₂H₃₀O₆
Molecular Weight:390.477
Hs Code.:

Synonyms:(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Suppliers and Price of (2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

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

Total 0 raw suppliers

Chemical Property of (2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

There total 9 articles about (2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate) 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: 67.0%

: 108-24-7
acetic anhydride

: 239075-80-0
(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol

: 239075-81-1
(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 25 ℃;
DOI:10.1021/ja990421k

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 239075-81-1
(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) THF, a) 0 deg C, 15 min, b) from 0 deg C to 25 deg C, 15 min, 2.) THF, 25 deg C, 3 h

2: 100 percent / (COCl)2, DMF / CH₂Cl₂ / 2 h / 25 °C

3: Et₃N / CH₂Cl₂ / 45 h / -78 - 25 °C

4: 1.) TiCl₄, 2.) i-Pr₂NEt

5: 80 percent / lithium borohydride / diethyl ether; methanol / 1 h / 0 °C

6: 67 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 25 °C

With dmap; lithium borohydride; oxalyl dichloride; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja990421k

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 239075-81-1
(2R,3R)-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-5-hexene-1,3-diol bis(acetate)

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / CuI

2: 1.) NaH / 1.) THF, a) 0 deg C, 15 min, b) from 0 deg C to 25 deg C, 15 min, 2.) THF, 25 deg C, 3 h

3: 100 percent / (COCl)2, DMF / CH₂Cl₂ / 2 h / 25 °C

4: Et₃N / CH₂Cl₂ / 45 h / -78 - 25 °C

5: 1.) TiCl₄, 2.) i-Pr₂NEt

6: 80 percent / lithium borohydride / diethyl ether; methanol / 1 h / 0 °C

7: 67 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 25 °C

With dmap; copper(l) iodide; lithium borohydride; oxalyl dichloride; titanium tetrachloride; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja990421k