methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside
• CAS No.: 114871-48-6
• Molecular Formula: C₂₈H₃₁BrO₅
• Molecular Weight: 527.455
• Mol file: 114871-48-6.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside

There total 10 articles about methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside 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: 100.0%

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside (4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4) → methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside (114871-48-6)

Guidance literature:

With triphenylphosphine; In pyridine;

DOI:10.1246/bcsj.73.967

Reference yield: 92.0%

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside (4356-80-3,34212-64-1,40653-32-5,53008-65-4,68027-27-0,73111-53-2,128184-63-4,138794-99-7,55094-38-7,641635-63-4) → methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside (114871-48-6)

Guidance literature:

With pyridine; carbon tetrabromide; triphenylphosphine; at 0 - 65 ℃; for 24.5h;

DOI:10.1021/acs.orglett.6b01618

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → methyl 2,3,4-tri-O-benzyl-6-bromo-6-deoxy-α-D-galactopyranoside (114871-48-6)

Guidance literature:

Multi-step reaction with 5 steps

1: ZnCl₂

2: NaH / dimethylformamide

3: 95 percent / LiAlH₄; AlCl₃ / diethyl ether; CH₂Cl₂

4: NEt₃ / CH₂Cl₂

5: LiBr / butan-2-one

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; triethylamine; lithium bromide; zinc(II) chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; butanone;

DOI:10.1016/S0040-4039(01)01144-3

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside

methyl 2,3,4-tri-O-benzyl-α-D-galactopyranoside

benzyl bromide

benzaldehyde

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-galactopyranoside

2,3,4-Tri-O-benzyl-5,6-dideoxy-L-arabino-hex-5-enose

N-benzyl-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-galactitol