Furan, tetrahydro-5-methoxy-3-(phenylmethoxy)-2-[3-(phenylthio)-3-butenyl]-, (2R,3S,5S)-

Base Information

Chemical Name:Furan, tetrahydro-5-methoxy-3-(phenylmethoxy)-2-[3-(phenylthio)-3-butenyl]-, (2R,3S,5S)-
CAS No.:494211-87-9
Molecular Formula:C22H26O3S
Molecular Weight:370.513
Hs Code.:

Synonyms:

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Chemical Property of Furan, tetrahydro-5-methoxy-3-(phenylmethoxy)-2-[3-(phenylthio)-3-butenyl]-, (2R,3S,5S)-

Chemical Property:

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Technology Process of Furan, tetrahydro-5-methoxy-3-(phenylmethoxy)-2-[3-(phenylthio)-3-butenyl]-, (2R,3S,5S)-

There total 4 articles about Furan, tetrahydro-5-methoxy-3-(phenylmethoxy)-2-[3-(phenylthio)-3-butenyl]-, (2R,3S,5S)- 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:

: 104012-76-2
methyl 2-deoxy-3-O-benzyl-α-D-erythro-pentofuranoside

: 494211-87-9
(2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-[3-(phenylthio)but-3-enyl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.33 h / -78 °C

1.2: Et₃N / CH₂Cl₂ / 3 h / -78 - 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 - 23 °C

2.2: 869 mg / tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

3.1: tetrahydrofuran / 4 h / 0 - 23 °C

4.1: 556 mg / aqueous NaOH; tetrakis(triphenylphosphino)palladium / tetrahydrofuran; benzene / 4 h / Heating

With sodium hydroxide; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Swern oxidation / 2.2: Wittig reaction / 4.1: Suzuki cross-coupling;
DOI:10.1021/jo026163i

Reference yield:

: 161606-70-8
Methyl 3-O-benzyl-2-deoxy-5-α-D-erythro-pentodialdo-1,4-furanoside

: 494211-87-9
(2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-[3-(phenylthio)but-3-enyl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 - 23 °C

1.2: 869 mg / tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

2.1: tetrahydrofuran / 4 h / 0 - 23 °C

3.1: 556 mg / aqueous NaOH; tetrakis(triphenylphosphino)palladium / tetrahydrofuran; benzene / 4 h / Heating

With sodium hydroxide; n-butyllithium; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; benzene; 1.2: Wittig reaction / 3.1: Suzuki cross-coupling;
DOI:10.1021/jo026163i

Reference yield:

: 494211-86-8
(2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-vinyltetrahydrofuran

: 494211-87-9
(2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-[3-(phenylthio)but-3-enyl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / 0 - 23 °C

2: 556 mg / aqueous NaOH; tetrakis(triphenylphosphino)palladium / tetrahydrofuran; benzene / 4 h / Heating

With sodium hydroxide; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; benzene; 2: Suzuki cross-coupling;
DOI:10.1021/jo026163i