1,2:3,4-Di-O-isopropylidene-6-thio-a-D-galactopyranose

Base Information

• Chemical Name: 1,2:3,4-Di-O-isopropylidene-6-thio-a-D-galactopyranose
• CAS No.: 16714-07-1
• Molecular Formula: C12H20 O5 S
• Molecular Weight: 276.354
• Mol file: 16714-07-1.mol

Synonyms:Galactopyranose,1,2:3,4-di-O-isopropylidene-6-thio-, a-D- (8CI); 5H-Bis[1,3]dioxolo[4,5-b:4',5'-d]pyran, a-D-galactopyranose deriv.

Chemical Property of 1,2:3,4-Di-O-isopropylidene-6-thio-a-D-galactopyranose

Chemical Property:

• Boiling Point: 347.4±37.0 °C(Predicted)
• PKA: 9.31±0.10(Predicted)
• PSA: 84.95000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 1.31270

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2:3,4-Di-O-isopropylidene-6-thio-a-D-galactopyranose

There total 8 articles about 1,2:3,4-Di-O-isopropylidene-6-thio-a-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: 91.0%

6-S-acetyl-6-deoxy-1,2:3,4-di-O-isopropylidene-6-thio-α-D-galactopyranose (16714-06-0) → 1,2:3,4-di-O-isopropylidene-6-mercapto-6-deoxy-α-D-galactopyranose (16714-07-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1007/s11172-015-0926-2

Reference yield:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 1,2:3,4-di-O-isopropylidene-6-mercapto-6-deoxy-α-D-galactopyranose (16714-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 1 h / 20 °C

2: dimethylformamide / 10 h / 50 °C

3: LAH / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.200454245

Reference yield:

(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose (4478-43-7) → 1,2:3,4-di-O-isopropylidene-6-mercapto-6-deoxy-α-D-galactopyranose (16714-07-1)

Guidance literature:

With sodium sulfide; sodium ethanolate; Yield given. Multistep reaction; 1.) EtOH, 50 deg C, 2.) DMF, reflux;

DOI:10.1002/jhet.5570330455

upstream raw materials:

(1,2:3,4-di-O-isopropylidene-6-O-(p-toluensulfonate))-D-galactopiranose

6-S-acetyl-6-deoxy-1,2:3,4-di-O-isopropylidene-6-thio-α-D-galactopyranose

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

D-Galactose

Downstream raw materials:

1,2:3,4-di-O-isopropylidene-6-S-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-6-thio-α-D-galactopyranose

1,2:3,4-di-O-isopropylidene-6-S-(2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl)-6-thio-α-D-galactopyranose

1,2;3,4-di-O-isopropylidene-6-thio-(3',4',6'-tri-O-benzyl-2'-C-acetylmethyl-2'-deoxy-β-D-glucopyranosyl)-α-D-galactopyranoside

C₄₆H₇₆O₉SSi₃

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