(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Base Information

Chemical Name:(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one
CAS No.:1361049-62-8
Molecular Formula:C₂₉H₃₆O₆Si
Molecular Weight:508.687
Hs Code.:

Synonyms:(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Suppliers and Price of (5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-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

Total 0 raw suppliers

Chemical Property of (5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

There total 10 articles about (5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-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: 91.0%

: 1361049-73-1
(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(hydroxymethyl)furan-2(5H)-one

: 98-88-4
benzoyl chloride

: 1361049-62-8
(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;
DOI:10.1002/anie.201106889

Reference yield:

: 1361049-71-9
C₁₆H₂₆O₆Si

: 1361049-62-8
(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

1.2: 21 h / 20 °C

2.1: barium hydroxide octahydrate / tetrahydrofuran; water / 60 h / 20 °C

3.1: 4-methyl-morpholine; methyl chloroformate / tetrahydrofuran / 0.5 h / -10 °C

3.2: 0.5 h / 0 °C

4.1: dmap; triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With 4-methyl-morpholine; dmap; barium hydroxide octahydrate; sodium hydride; triethylamine; methyl chloroformate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/anie.201106889

Reference yield:

: 1361049-72-0
(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(methoxycarbonyl)furan-2(5H)-one

: 1361049-62-8
(5R,2'R)-3-(benzyloxy)-5-[2'-(tert-butyldimethylsilyloxy)but-3'-enyl]-4-(benzoyloxymethyl)furan-2(5H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: barium hydroxide octahydrate / tetrahydrofuran; water / 60 h / 20 °C

2.1: 4-methyl-morpholine; methyl chloroformate / tetrahydrofuran / 0.5 h / -10 °C

2.2: 0.5 h / 0 °C

3.1: dmap; triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With 4-methyl-morpholine; dmap; barium hydroxide octahydrate; triethylamine; methyl chloroformate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/anie.201106889