allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

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Chemical Name:allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate
CAS No.:956143-56-9
Molecular Formula:C₃₁H₄₆O₉
Molecular Weight:562.701
Hs Code.:

allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

Synonyms:allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

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Chemical Property of allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

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Technology Process of allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

There total 6 articles about allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate 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: 89.0%

: 956143-80-9
C₃₁H₄₆O₉C₈H₈O

: 956143-56-9
allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 1h;
DOI:10.1021/ol7015115

Reference yield:

: 956143-49-0
(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

: 956143-56-9
allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 47 percent / TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / -50 °C

2: aq. LiOH / tetrahydrofuran; methanol / 24 h

3: 36.1 mg / K₂CO₃ / dimethylformamide / 0 - 20 °C

4: 89 percent / DDQ; H₂O / CH₂Cl₂ / 1 h

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol7015115

Reference yield:

: C₅H₁₀O₅(C₇H₆)C₂H₄

: 956143-56-9
allyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-hydroxy-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / NaH / CH₂Cl₂ / 3 h / 20 °C

2: 47 percent / TMSOTf / CH₂Cl₂; acetonitrile / 0.5 h / -50 °C

3: aq. LiOH / tetrahydrofuran; methanol / 24 h

4: 36.1 mg / K₂CO₃ / dimethylformamide / 0 - 20 °C

5: 89 percent / DDQ; H₂O / CH₂Cl₂ / 1 h

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; sodium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol7015115