(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol
CAS No.:79197-22-1
Molecular Formula:C₂₁H₃₆O₅
Molecular Weight:368.514
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

There total 6 articles about (2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol 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: 98.0%

: (2R,3S,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

: 79197-22-1
(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 1.5h;
DOI:10.1016/j.bioorg.2019.102935

Reference yield:

: 1146468-69-0
2,3,4-Tri-O-benzoyl-6-desoxy-α,β-D-galactopyranose

: 79197-22-1
(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / dichloromethane / 16 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / -78 - 20 °C / Molecular sieve; Inert atmosphere

3: sodium hydroxide / water; methanol; tetrahydrofuran / 1.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; caesium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bioorg.2019.102935

Reference yield:

: 122089-70-7
C₃₄H₂₈O₉

: 79197-22-1
(2R,3R,4S,5R,6S)-2-methyl-6-{[(2S)-6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen bromide; acetic acid / dichloromethane / 3 h / 20 °C

2: silver carbonate; water / dichloromethane; acetone / 1 h / 20 °C

3: caesium carbonate / dichloromethane / 18 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / -78 °C / Molecular sieve

5: water; sodium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; water; hydrogen bromide; caesium carbonate; acetic acid; silver carbonate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1248/cpb.c20-00834