(2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1S,4R,5S,6R)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1S,4R,5S,6R)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 87037-90-9
• Molecular Formula: C₂₀H₃₅NO₁₃
• Molecular Weight: 497.497
• Mol file: 87037-90-9.mol

Synonyms:

Chemical Property of (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1S,4R,5S,6R)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1S,4R,5S,6R)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 10 articles about (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1S,4R,5S,6R)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-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:

C52H61NO24 (86964-84-3,87037-35-2) → (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1R,4S,5R,6S)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (37248-47-8,87037-36-3,87037-90-9)

Guidance literature:

With sodium methylate; In methanol; Yield given; Ambient temperature;

DOI:10.1246/cl.1983.1085

Reference yield:

1L-1-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,3-O-isopropylidene-(1,3,4/2,6)-4-azido-6-benzoyloxymethyl-1,2,3-cyclohexanetriol → (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1R,4S,5R,6S)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (37248-47-8,87037-36-3,87037-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂S / H₂O; pyridine

2: 1.) 60 deg C, 10 d, 2-propanol; 2.) r.t., pyridine

3: 1.) 70 percent aq. acetic acid / 1.) r.t., 2 d

4: NaOMe / methanol / Ambient temperature

With hydrogen sulfide; sodium methylate; acetic acid; In pyridine; methanol; water;

DOI:10.1246/cl.1983.1085

Reference yield:

DL-3,4-di-O-Acetyl-1,2-anhydro-(1,2,3/4)-5-benzoyloxymethyl-5-cyclohexene-1,2,3,4-tetrol (74766-86-2,74807-18-4,96291-88-2,96291-89-3) → (2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-Dihydroxy-6-hydroxymethyl-4-((1R,4S,5R,6S)-4,5,6-trihydroxy-3-hydroxymethyl-cyclohex-2-enylamino)-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (37248-47-8,87037-36-3,87037-90-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 60 deg C, 10 d, 2-propanol; 2.) r.t., pyridine

2: 1.) 70 percent aq. acetic acid / 1.) r.t., 2 d

3: NaOMe / methanol / Ambient temperature

With sodium methylate; acetic acid; In methanol;

DOI:10.1246/cl.1983.1085

upstream raw materials:

C₅₂H₆₁NO₂₄

DL-3,4-di-O-Acetyl-1,2-anhydro-(1,2,3/4)-5-benzoyloxymethyl-5-cyclohexene-1,2,3,4-tetrol

Benzoic acid (3aS,4R,5R,7S,7aS)-7-amino-2,2-dimethyl-4-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-benzo[1,3]dioxol-5-ylmethyl ester

C₅₁H₆₁NO₂₂