(2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 125789-25-5
• Molecular Formula: C₂₄H₃₅NO₁₈
• Molecular Weight: 625.538
• Mol file: 125789-25-5.mol

Synonyms:(2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property of (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-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,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 10 articles about (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-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: 97.0%

p-nitrophenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside (218617-05-1) → (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (125789-25-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 6h;

DOI:10.1016/S0008-6215(02)00093-9

Reference yield:

6-O-acetyl-2,3,4-tri-O-benzyl-D-galactopyranosyl fluoride (129785-46-2) → (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (125789-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 4 Angstroem MS; AgClO₄; SnCl₂ / CH₂Cl₂ / 12 h / 0 °C

2: 97 percent / NaOMe / methanol / 6 h / 20 °C

With 4 Angstroem MS; sodium methylate; silver perchlorate; tin(ll) chloride; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00093-9

Reference yield:

p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-β-lactoside (148705-02-6) → (2R,3R,4S,5R,6R)-2-{(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-(4-nitro-phenoxy)-tetrahydro-pyran-3-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (125789-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 4 Angstroem MS; AgClO₄; SnCl₂ / CH₂Cl₂ / 12 h / 0 °C

2: 97 percent / NaOMe / methanol / 6 h / 20 °C

With 4 Angstroem MS; sodium methylate; silver perchlorate; tin(ll) chloride; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(02)00093-9

upstream raw materials:

p-nitrophenyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

6-O-acetyl-2,3,4-tri-O-benzyl-D-galactopyranosyl fluoride

p-nitrophenyl 2,3,6,2',6'-penta-O-acetyl-β-lactoside

2-(methoxycarbonyl)phenyl 1-thio-β-D-galactopyranoside

Downstream raw materials:

p-N-acryloylamidophenyl (α-D-galacopyranosyl)-(1->3)-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

p-aminophenyl (α-D-galacopyranosyl)-(1->3)-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside