((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

Base Information

Chemical Name:((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester
CAS No.:165545-40-4
Molecular Formula:C₁₆H₁₉ClO₅
Molecular Weight:326.777
Hs Code.:

Synonyms:((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

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Chemical Property of ((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

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Technology Process of ((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

There total 8 articles about ((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl 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: 17.0%

: 165545-39-1
(E)-3-[(2S,4R,5R)-2-Phenyl-4-(2,2,2-trichloro-ethyl)-[1,3]dioxan-5-yloxy]-acrylic acid methyl ester

: 165545-38-0
((2S,4aR,6S,8aR)-7,7-Dichloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

: 165545-40-4
((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

: ((2S,4aR,6S,7R,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

Guidance literature:: With tricyclohexyltin hydride; 2,2'-azobis(isobutyronitrile);
DOI:10.1021/ja00135a021

Reference yield:

: 165545-35-7
((2S,4R,5R)-5-Benzyloxy-2-phenyl-[1,3]dioxan-4-yl)-methanol

: 165545-40-4
((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine

2: 1.) LDA, 2.) HMPA / 2.) THF, ether, -110 deg C

3: 75 percent / H₂ / Pd/C

4: 100 percent / NMM

5: 67 percent / c-Hex₃SnH, AIBN

6: tributylstannane, AIBN / benzene / Heating

With 4-methyl-morpholine; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tricyclohexyltin hydride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; lithium diisopropyl amide; palladium on activated charcoal; In benzene;
DOI:10.1021/ja00135a021

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 165545-40-4
((2S,4aR,6S,7S,8aR)-7-Chloro-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / acid

2: pyridine

3: 1.) LDA, 2.) HMPA / 2.) THF, ether, -110 deg C

4: 75 percent / H₂ / Pd/C

5: 100 percent / NMM

6: 67 percent / c-Hex₃SnH, AIBN

7: tributylstannane, AIBN / benzene / Heating

With 4-methyl-morpholine; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; tricyclohexyltin hydride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; lithium diisopropyl amide; palladium on activated charcoal; In benzene;
DOI:10.1021/ja00135a021