(2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 101489-37-6
• Molecular Formula: C₁₆H₃₀O₉
• Molecular Weight: 366.409

Synonyms:(2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property of (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property:

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Technology Process of (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 6 articles about (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-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: 34.0%

cornoside (40661-45-8) → Salidroside (10338-51-9) + (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (101489-37-6) + rengyoside B (123563-44-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 80 ℃; for 6h; under 7600 Torr;

DOI:10.1016/S0040-4020(01)89229-2

Reference yield: 34.0%

methanol (67-56-1) + cornoside (40661-45-8) → Salidroside (10338-51-9) + (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (101489-37-6) + rengyoside B (123563-44-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 80 ℃; for 6h; under 7600 Torr;

DOI:10.1016/S0040-4020(01)89229-2

Reference yield:

p-hydroxyphenethyl alcohol (501-94-0) → (2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (101489-37-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / Ag₂CO₃ / benzene; diethyl ether / 12.5 h / Ambient temperature

2: 100 percent / K₂CO₃, MeOH

3: 1.) rose bengal, O₂, 2.) Me₂S / 1.) MeOH, irradiation, 19 h, 0 deg C

4: 21 percent / hydrogen / 5percent Pd/C / methanol / 6 h / 80 °C / 7600 Torr

With methanol; dimethylsulfide; hydrogen; oxygen; rose bengal; potassium carbonate; silver carbonate; palladium on activated charcoal; In methanol; diethyl ether; benzene;

DOI:10.1016/S0040-4020(01)89229-2

upstream raw materials:

methanol

cornoside

p-hydroxyphenethyl alcohol

Salidroside

Downstream raw materials:

rengyoside A

rengyol

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