(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Base Information

Chemical Name:(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone
CAS No.:139943-07-0
Molecular Formula:C₂₄H₂₉BrO₃Si
Molecular Weight:473.482
Hs Code.:

Synonyms:(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Suppliers and Price of (5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

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

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Chemical Property of (5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

There total 5 articles about (5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone 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: 85.0%

: 139943-06-9
(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(hydroxymethyl)ethenyl>dihydro-2(3H)-furanone

: 139943-07-0
(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In N,N-dimethyl-formamide; at 25 ℃; for 48h;
DOI:10.1021/jo00036a041

Reference yield: 29.0%

: 139943-08-1
(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-(1-methylethenyl)dihydro-2(3H)-furanone

: 139943-07-0
(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Guidance literature:: With N-Bromosuccinimide; In chloroform; at 70 ℃; for 6h;
DOI:10.1021/jo00036a041

Reference yield:

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 139943-07-0
(5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-<1-(bromomethyl)ethenyl>dihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 4 steps

2: aq. oxalic acid / tetrahydrofuran / 4 h / 25 °C

3: 97 percent / NaBH₄, CeCl₃ * 7 H₂O / ethanol / 1 h / -20 °C

4: 85 percent / PPh₃, CBr₄ / dimethylformamide / 48 h / 25 °C

With sodium tetrahydroborate; cerium(III) chloride; carbon tetrabromide; oxalic acid; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00036a041