Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

Chemical Name:Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:478551-72-3
Molecular Formula:C₃₀H₃₂O₉S
Molecular Weight:568.645
Hs Code.:

Synonyms:Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Chemical Property of Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Technology Process of Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 1 articles about Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-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: 91.0%

: 319922-20-8
(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 1939-99-7
benzenesulfonyl chloride

: 478551-72-3
Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: With pyridine;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4

Reference yield:

: 478551-72-3
Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 478551-64-3
2,2,2-Trichloro-acetimidic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-2-phenyl-7-phenylmethanesulfonyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / ceric(III) ammonium nitrate / acetonitrile; H₂O / 0 °C

2: 94 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene

With cerium(III) ammonium nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; acetonitrile;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4

Reference yield:

: 478551-72-3
Phenyl-methanesulfonic acid (2R,4aR,6R,7S,8S,8aR)-8-allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: N-[(2S,3R,4R,5S,6R)-4-Allyloxy-5-((2R,4aR,6S,7S,8R,8aR)-8-allyloxy-7-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-6-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / ceric(III) ammonium nitrate / acetonitrile; H₂O / 0 °C

2: 94 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene

3: 80 percent / TMSOTf / CH₂Cl₂ / -50 °C

4: 91 percent / NaNH₂ / dimethylformamide / 20 °C

With trimethylsilyl trifluoromethanesulfonate; cerium(III) ammonium nitrate; sodium amide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3773(20020816)41:16<2972::AID-ANIE2972>3.0.CO;2-4