(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one
CAS No.:1319731-19-5
Molecular Formula:C₂₉H₃₅NO₆
Molecular Weight:493.6
Hs Code.:

Synonyms:(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

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Chemical Property of (S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

Chemical Property:

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Technology Process of (S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

There total 7 articles about (S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-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: 84.0%

: 869476-26-6
2,3-di-O-benzyl-2,3-dihydroxypent-4-enal

: (S)-3-crotonoyl-4-isopropyl-2-oxazolidinone

: 1319731-19-5
(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1039/c5ob00532a

Reference yield:

: methyl 5-O-trityl-D-xylofuranoside

: 1319731-19-5
(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 30 °C

2: toluene-4-sulfonic acid / methanol / 20 °C

3: iodine; 1H-imidazole; triphenylphosphine / tetrahydrofuran / Reflux

4: zinc / tetrahydrofuran; water / 40 °C / Sonication

5: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / -78 °C

With 1H-imidazole; di-n-butylboryl trifluoromethanesulfonate; iodine; sodium hydride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c5ob00532a

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 1319731-19-5
(S)-3-((2R,3S,4S,5S)-4,5-bis(benzyloxy)-3-hydroxy-2-vinylhept-6-enoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: acetyl chloride / 0 - 20 °C

2: dmap; triethylamine / N,N-dimethyl-formamide / 50 °C

3: sodium hydride / N,N-dimethyl-formamide / 30 °C

4: toluene-4-sulfonic acid / methanol / 20 °C

5: iodine; 1H-imidazole; triphenylphosphine / tetrahydrofuran / Reflux

6: zinc / tetrahydrofuran; water / 40 °C / Sonication

7: triethylamine; di-n-butylboryl trifluoromethanesulfonate / dichloromethane / -78 °C

With 1H-imidazole; dmap; di-n-butylboryl trifluoromethanesulfonate; iodine; sodium hydride; toluene-4-sulfonic acid; triethylamine; acetyl chloride; triphenylphosphine; zinc; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1039/c5ob00532a