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

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside
• CAS No.: 88713-83-1
• Molecular Formula: C₂₉H₃₄O₈S
• Molecular Weight: 542.65
• Mol file: 88713-83-1.mol

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

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

There total 8 articles about methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-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:

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) + methanesulfonyl chloride (124-63-0) → methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside (88713-83-1)

Guidance literature:

In pyridine; for 5h; Ambient temperature;

DOI:10.1016/0008-6215(83)84016-6

Reference yield:

methyl α-D-galactopyranoside (3396-99-4) → methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside (88713-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: ZnCl₂

2: NaH / dimethylformamide

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

4: NEt₃ / CH₂Cl₂

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

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

Reference yield:

methyl 6-O-triphenylmethyl-α-D-galactopyranoside (18311-26-7,20231-36-1,35780-80-4,35920-83-3,51785-34-3,67412-01-5,68027-25-8,73111-51-0) → methyl 2,3,4-tri-O-benzyl-6-O-(methylsulfonyl)-α-D-galactopyranoside (88713-83-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 3 h / 0 °C

2: conc. H₂SO₄ / methanol / 1.5 h / Ambient temperature

3: triethylamine / CH₂Cl₂ / 2 h / 0 °C

With sulfuric acid; sodium hydride; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(87)80289-6

upstream raw materials:

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

methanesulfonyl chloride

benzyl bromide

benzaldehyde

Downstream raw materials:

(1R,3S,4R,5S,8S)-4,8-bis(benzyloxy)-3-methoxy-2,6-dioxabicyclo[3.2.1]octane

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

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

3-O-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-β-D-galactosyl)-1,2-isopropylidene-sn-glycerol