methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

Base Information

Chemical Name:methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate
CAS No.:84751-40-6
Molecular Formula:C₂₇H₃₆O₆S
Molecular Weight:488.645
Hs Code.:

methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

Synonyms:methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

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Chemical Property of methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

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Technology Process of methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

There total 17 articles about methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate 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%

: 84751-39-3
methyl (1R,4S)-7-oxabicyclo<2.2.1>hept-2-ene-2-carboxylate

: 84800-51-1
(3E)-(2S,4R,6R)-tetrahydro-2,4-dimethoxy-6-<6-(phenylthio)-3,5-hexadienyl>-2H-pyran

: 84751-40-6
methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 125 ℃; for 14h;
DOI:10.1021/ja00343a072

Reference yield:

: 84751-39-3
methyl (1R,4S)-7-oxabicyclo<2.2.1>hept-2-ene-2-carboxylate

: 84800-51-1
(3E)-(2S,4R,6R)-tetrahydro-2,4-dimethoxy-6-<6-(phenylthio)-3,5-hexadienyl>-2H-pyran

: 84751-40-6
methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

: 103438-17-1
(1R,2R,3R,6S,7R,8S)-3-[2-((2R,4R,6S)-4,6-Dimethoxy-tetrahydro-pyran-2-yl)-ethyl]-6-phenylsulfanyl-11-oxa-tricyclo[6.2.1.0^2,7]undec-4-ene-2-carboxylic acid methyl ester

Guidance literature:: With 2,6-di-tert-butyl-4-methyl-phenol; In toluene; at 125 ℃; for 14h; Yield given;
DOI:10.1021/ja00279a041

Reference yield:

: 89299-54-7,84751-42-8,89299-56-9,92008-14-5,108268-06-0,108268-10-6
2-exo,3-endo-3-Nitro-7-oxabicyclo<2.2.1>heptane-2-carboxylic Acid

: 84751-40-6
methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 1) 0 deg C, 10 min, 2) RT, 1.75 h

2: hydrogen chloride / methanol / 3 h / Heating

3: 75 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 2 h / Heating

4: 2,6-di-tert-butyl-4-methylphenol / toluene / 14 h / 125 °C

With hydrogenchloride; 2,6-di-tert-butyl-4-methyl-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In methanol; dichloromethane; toluene;
DOI:10.1021/ja00279a041