((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

Base Information

Chemical Name:((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester
CAS No.:180137-80-8
Molecular Formula:C₂₃H₃₁O₅PS
Molecular Weight:450.536
Hs Code.:

Synonyms:((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

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Chemical Property of ((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

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Technology Process of ((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

There total 7 articles about ((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester 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: 74.0%

: 4551-15-9
phenylthiotrimethylsilane

: 180137-79-5
Acetic acid (4S,5S)-5-benzyloxymethyl-4-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-yl ester

: 180137-80-8
((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

Guidance literature:: With zinc(II) iodide; In 1,2-dichloro-ethane; for 2h; Ambient temperature;
DOI:10.1016/0040-4039(96)00829-5

Reference yield:

: 78513-07-2
(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

: 180137-80-8
((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / CBr₄, Ph₃P / acetonitrile / 2 h / 0 deg C -> r.t.

2: 95 percent / 7 h / 140 °C

3: 96 percent / EtONa / ethanol / 1 h / Ambient temperature

4: 74 percent / Br₂, Et₃N / 7 h / Ambient temperature

5: 88 percent / Bu₃SnH, AIBN / benzene / 6 h / 78 °C

6: 70 percent / CSA / acetic acid / 0.5 h / 70 °C

7: 74 percent / ZnI₂ / 1,2-dichloro-ethane / 2 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); carbon tetrabromide; camphor-10-sulfonic acid; bromine; tri-n-butyl-tin hydride; sodium ethanolate; triethylamine; triphenylphosphine; zinc(II) iodide; In ethanol; acetic acid; 1,2-dichloro-ethane; acetonitrile; benzene;
DOI:10.1016/0040-4039(96)00829-5

Reference yield:

: 180321-39-5
(2R,3R)-2-Benzyloxymethyl-3-bromomethyl-oxirane

: 180137-80-8
((2S,3S)-2-Benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl)-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 7 h / 140 °C

2: 96 percent / EtONa / ethanol / 1 h / Ambient temperature

3: 74 percent / Br₂, Et₃N / 7 h / Ambient temperature

4: 88 percent / Bu₃SnH, AIBN / benzene / 6 h / 78 °C

5: 70 percent / CSA / acetic acid / 0.5 h / 70 °C

6: 74 percent / ZnI₂ / 1,2-dichloro-ethane / 2 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; bromine; tri-n-butyl-tin hydride; sodium ethanolate; triethylamine; zinc(II) iodide; In ethanol; acetic acid; 1,2-dichloro-ethane; benzene;
DOI:10.1016/0040-4039(96)00829-5