L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate)

Base Information

• Chemical Name: L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate)
• CAS No.: 228115-84-2
• Molecular Formula: C₂₁H₂₆O₁₀S₂
• Molecular Weight: 502.563
• Mol file: 228115-84-2.mol

Synonyms:L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate)

Chemical Property of L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate)

Chemical Property:

• PSA: 173.42000
• LogP: 2.42590

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate)

There total 7 articles about L-glycero-L-galacto-Heptitol, 2,6-anhydro-, 1,7-bis(4-methylbenzenesulfonate) 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: 33.0%

1,3,4,5,7-penta-O-acetyl-2,6-anhydro-L-glycero-L-galacto-heptitol (115224-88-9) + p-toluenesulfonyl chloride (98-59-9) → 2,6-anhydro-1,7-di-O-(p-toluenesulfonyl)-L-glycero-L-galacto-heptitol (228115-84-2) + 2,6-anhydro-1,4,7-tri-O-(p-toluenesulfonyl)-L-glycero-L-galacto-heptitol (228115-85-3)

Guidance literature:

With pyridine; for 6h;

DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonitrile (52443-07-9) → 2,6-anhydro-1,7-di-O-(p-toluenesulfonyl)-L-glycero-L-galacto-heptitol (228115-84-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH₂PO₂ / Raney nickel

2: p-toluenesulfonic acid monohydrate / CH₂Cl₂; acetone / 0.33 h

3: sodium borohydride / methanol / 0.33 h

4: 287 mg / pyridine

5: 33 percent / pyridine / 6 h

With pyridine; sodium tetrahydroborate; sodium hypophosphite; toluene-4-sulfonic acid; nickel; In methanol; dichloromethane; acetone; 1: Reduction / 2: Hydrolysis / 3: Reduction / 4: Acetylation / 5: Tosylation;

DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

2,3,4,6-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptose (71420-09-2) → 2,6-anhydro-1,7-di-O-(p-toluenesulfonyl)-L-glycero-L-galacto-heptitol (228115-84-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride / methanol / 0.33 h

2: 287 mg / pyridine

3: 33 percent / pyridine / 6 h

With pyridine; sodium tetrahydroborate; In methanol; 1: Reduction / 2: Acetylation / 3: Tosylation;

DOI:10.1016/S0040-4020(99)00327-0

upstream raw materials:

1,3,4,5,7-penta-O-acetyl-2,6-anhydro-L-glycero-L-galacto-heptitol

p-toluenesulfonyl chloride

2,3,4,6-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptose

1,3-diphenyl-2-(tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptosyl)imidazolidine

Downstream raw materials:

C₂₄H₃₀O₁₀S₂