methylcarrabioside 4'-sulfate

Base Information

• Chemical Name: methylcarrabioside 4'-sulfate
• CAS No.: 132895-19-3
• Molecular Formula: C₁₃H₂₁O₁₃S*K
• Molecular Weight: 456.466
• Mol file: 132895-19-3.mol

Synonyms:2,6-Dioxabicyclo[3.2.1]octane,a-D-galactopyranoside deriv.

Chemical Property of methylcarrabioside 4'-sulfate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 201.88000
• Density: g/cm³
• LogP: -3.13220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methylcarrabioside 4'-sulfate

There total 8 articles about methylcarrabioside 4'-sulfate 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: 81.0%

methyl 2-O-acetyl-3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside (132895-17-1) → methyl 3,6-anhydro-4-O-(β-D-galactopyranosyl 4-sulphate)-α-D-galactopyranoside potassium salt (132895-19-3)

Guidance literature:

With pyridine; sulfur trioxide pyridine complex; for 24h;

DOI:10.1016/0008-6215(90)80087-J

Reference yield:

methyl 3,6-anhydro-α-D-galactopyranoside (5540-31-8) → methyl 3,6-anhydro-4-O-(β-D-galactopyranosyl 4-sulphate)-α-D-galactopyranoside potassium salt (132895-19-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) barium oxide, barium hydroxide hydrate / 1) DMF, 0 deg C, 30 min, 2) DMF, 4 deg C, 48 h

2: 68 percent / mercury cyanide, 4 Angstroem molecular sieve / benzene / 60 °C

3: 27 percent / H₂ / 10percent Pd-C / ethyl acetate / 760 Torr

4: 99 percent / pyridine

5: 99 percent / H₂ / 10percent Pd-C / ethyl acetate

6: 81 percent / sulphur trioxide-pyridine complex, pyridine / 24 h

With pyridine; barium hydroxide monohydrate; 4 A molecular sieve; hydrogen; mercury(II) cyanide; sulfur trioxide pyridine complex; barium(II) oxide; palladium on activated charcoal; In ethyl acetate; benzene;

DOI:10.1016/0008-6215(90)80087-J

Reference yield:

methyl 3,6-anhydro-2-O-benzyl-α-D-galactopyranoside (116731-08-9) → methyl 3,6-anhydro-4-O-(β-D-galactopyranosyl 4-sulphate)-α-D-galactopyranoside potassium salt (132895-19-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 68 percent / mercury cyanide, 4 Angstroem molecular sieve / benzene / 60 °C

2: 27 percent / H₂ / 10percent Pd-C / ethyl acetate / 760 Torr

3: 99 percent / pyridine

4: 99 percent / H₂ / 10percent Pd-C / ethyl acetate

5: 81 percent / sulphur trioxide-pyridine complex, pyridine / 24 h

With pyridine; 4 A molecular sieve; hydrogen; mercury(II) cyanide; sulfur trioxide pyridine complex; palladium on activated charcoal; In ethyl acetate; benzene;

DOI:10.1016/0008-6215(90)80087-J

upstream raw materials:

methyl 2-O-acetyl-3,6-anhydro-4-O-(2,3,6-tri-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

methyl 3,6-anhydro-α-D-galactopyranoside

methyl 3,6-anhydro-2-O-benzyl-α-D-galactopyranoside

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

Refernces