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

Base Information

Chemical Name:Acetic acid (4S,5S)-5-benzyloxymethyl-4-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-yl ester
CAS No.:180137-79-5
Molecular Formula:C₁₉H₂₉O₇P
Molecular Weight:400.409
Hs Code.:

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

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Chemical Property of Acetic acid (4S,5S)-5-benzyloxymethyl-4-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-yl ester

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Technology Process of Acetic acid (4S,5S)-5-benzyloxymethyl-4-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-yl ester

There total 6 articles about Acetic acid (4S,5S)-5-benzyloxymethyl-4-(diethoxy-phosphorylmethyl)-tetrahydro-furan-2-yl 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: 70.0%

: 108-24-7
acetic anhydride

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

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

Guidance literature:: With camphor-10-sulfonic acid; In acetic acid; at 70 ℃; for 0.5h;
DOI:10.1016/0040-4039(96)00829-5

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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