1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose

Base Information

• Chemical Name: 1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose
• CAS No.: 4478-43-7
• Molecular Formula: C19H26 O8 S
• Molecular Weight: 414.477
• Hs Code.: 2940000080
• NSC Number: 116274
• Mol file: 4478-43-7.mol

Synonyms:(4,4,11,11-Tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl)methyl 4-methylbenzenesulfonate;1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose;NSC116274;SCHEMBL15685476;NSC-116274;FT-0667194;.alpha.-D-Galactopyranose,2:3,4-bis-O-(1-methylethylidene)-, 4-methylbenzenesulfonate

Chemical Property of 1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose

Chemical Property:

• Melting Point: 92°C(lit.)
• Boiling Point: 513.7 °C at 760 mmHg
• Flash Point: 264.5 °C
• PSA: 97.90000
• Density: 1.23 g/cm³
• LogP: 3.17760
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 414.13483896
• Heavy Atom Count: 28
• Complexity: 677

Purity/Quality:

97% ^*data from raw suppliers

1,2:3,4-Di-O-isopropylidene-6-O-p-toluenesulfonyl-a-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2C3C(C4C(O2)OC(O4)(C)C)OC(O3)(C)C

Technology Process of 1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose

There total 12 articles about 1,2:3,4-Di-O-isopropylidene-6-deoxy-6-tosyl-alpha-D-galactopyranose 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: 99.0%

p-toluenesulfonyl chloride (98-59-9) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose (4478-43-7)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 0.1h; sonication;

DOI:10.1021/jo060374w

Reference yield: 94.0%

D-Galactose (10257-28-0) + p-toluenesulfonyl chloride (98-59-9) + acetone (67-64-1) → (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose (4478-43-7)

Guidance literature:

D-Galactose; acetone; With iodine; at 20 ℃; for 24h;

p-toluenesulfonyl chloride; With pyridine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2018.10.003

Reference yield: 89.0%

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate (6748-86-3,6884-01-1,6988-45-0,15384-63-1,30010-02-7,32976-12-8,32976-13-9,65530-22-5,65530-24-7,65530-25-8,65556-00-5,69651-81-6,86420-66-8,86420-75-9,99265-93-7,99265-97-1,103772-99-2) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose (4478-43-7)

Guidance literature:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose; With potassium tert-butylate; In 1,4-dioxane; for 1h;

methyl 4,6-O-benzylidene-β-D-galactopyranoside 2,3-di-O-p-toluenesulfonate; In 1,4-dioxane; for 72h;

DOI:10.1039/c3ob27336a

upstream raw materials:

p-toluenesulfonyl chloride

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

1,2:3,4-Di-O-isopropyliden-6-O-(p-tolylsulfinyl)-α-D-galactopyranose

acetone

Downstream raw materials:

O⁶-(toluene-4-sulfonyl)-D-galactose-diethyldithioacetal

O⁶-(toluene-4-sulfonyl)-α-D-galactopyranose

O⁶-(toluene-4-sulfonyl)-β-D-galactopyranose

methyl 6-O-tosyl-α-D-galactopyranoside