(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

Base Information

Chemical Name:(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate
CAS No.:888026-48-0
Molecular Formula:C₅₇H₆₂O₉S
Molecular Weight:923.18
Hs Code.:

Synonyms:(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

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Chemical Property of (2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

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Technology Process of (2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

There total 8 articles about (2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate 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: 76.0%

: 888026-41-3
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-ol

: 1005-56-7
phenylcarbonochloridothioate

: 888026-48-0
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

Guidance literature:: With dmap; In acetonitrile; at 50 ℃; for 24h;
DOI:10.1021/ol060511b

Reference yield:

: 850816-16-9
(2R,3S)-2-(4-benzyloxyphenyl)-7-benzyloxychroman-3-ol

: 888026-48-0
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 82 percent / DDQ; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

3: 75 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 °C

4: 92 percent / potassium carbonate / tetrahydrofuran; methanol / 48 h / 20 °C

5: 76 percent / 4-(dimethylamino)pyridine / acetonitrile / 24 h / 50 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol060511b

Reference yield:

: 888026-43-5
(2R,3S)-7-(benzoxy)-2-(4-(benzoxy)phenyl)chroman-3-yl acetate

: 888026-48-0
(2R,3S,4S)-2-(4-benzoxyphenyl)-7-benzoxy-4-(2,4,6-trimethoxy-3-(dodecanoyl)phenyl)chroman-3-yl O-phenylcarbonothioate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / DDQ; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 20 °C

2: 75 percent / TMSOTf / CH₂Cl₂ / 1 h / 0 °C

3: 92 percent / potassium carbonate / tetrahydrofuran; methanol / 48 h / 20 °C

4: 76 percent / 4-(dimethylamino)pyridine / acetonitrile / 24 h / 50 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol060511b