(2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

Base Information

Chemical Name:(2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane
CAS No.:88040-12-4
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

There total 10 articles about (2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane 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: 69.3%

: 1515-81-7
1-methoxy-4-(methoxymethyl)benzene

: 88040-10-2,98049-29-7
(2S,3S,4R,5R)-2,3-epoxy-1,4,5-trihydroxy-2,4-dimethyl-heptane

: 88040-12-4,88082-63-7,98049-30-0
(2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 16 ℃; for 0.416667h;

Reference yield:

: 64638-70-6
3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-ribo-hexofuranose

: 88040-12-4,88082-63-7,98049-30-0
(2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

Guidance literature:: Multi-step reaction with 7 steps

1: trifluoroacetic acid / tetrahydrofuran; H₂O / 40 h / Ambient temperature

2: Pb(OAc)4 / benzene / 0.25 h / Ambient temperature

3: 88.9 percent / 1,2-dichloro-ethane / 17 h / Heating

4: 90.4 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

5: 76.2 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

6: 86.6 percent / H₂, NaHCO₃ / 10 percent Pd-C / ethanol / 5 h / Ambient temperature

7: 69.3 percent / DDQ / CH₂Cl₂ / 0.42 h / 16 °C

With lead(IV) acetate; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; benzene;

Reference yield:

: 55533-86-3,120615-67-0
3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose

: 88040-12-4,88082-63-7,98049-30-0
(2S,3R,4R,5R)-2,3-epoxy-1-hydroxy-4,5-(4-methoxybenzylidenedioxy)-2,4-dimethylheptane

Guidance literature:: Multi-step reaction with 10 steps

1: 84.3 percent / DMAP, Et₃N / CH₂Cl₂ / 40 h / 0 - 20 °C

2: 73.9 percent / NaI / butan-2-one / 1.5 h / Heating

3: 100 percent / H₂ / 10 percent Pd-C / ethyl acetate / 2 h / Ambient temperature

4: trifluoroacetic acid / tetrahydrofuran; H₂O / 40 h / Ambient temperature

5: Pb(OAc)4 / benzene / 0.25 h / Ambient temperature

6: 88.9 percent / 1,2-dichloro-ethane / 17 h / Heating

7: 90.4 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

8: 76.2 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

9: 86.6 percent / H₂, NaHCO₃ / 10 percent Pd-C / ethanol / 5 h / Ambient temperature

10: 69.3 percent / DDQ / CH₂Cl₂ / 0.42 h / 16 °C

With lead(IV) acetate; dmap; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; butanone; benzene;