L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)-

Base Information

• Chemical Name: L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)-
• CAS No.: 71072-12-3
• Molecular Formula: C21H22O6
• Molecular Weight: 370.4
• Mol file: 71072-12-3.mol

Synonyms:L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)-

Chemical Property of L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)-

There total 10 articles about L-glycero-D-galacto-Heptitol, 2,6-anhydro-1,3:5,7-bis-O-(phenylmethylene)- 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: 10.0%

2,6-anhydro-1,3:5,7-di-O-benzylidene-4-O-toluenesulfonyl-L-glycero-L-galacto-heptitol (228115-94-4) → (4aS,8aR,9R,9aR,10aR)-2,7-Diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-ol (71072-12-3) + 2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol (228115-96-6)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 180 ℃; for 1h;

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) → (4aS,8aR,9R,9aR,10aR)-2,7-Diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-ol (71072-12-3)

Guidance literature:

Multi-step reaction with 6 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: 85 percent / sodium methoxide; methanol / 20 h

6: TsOH

With pyridine; methanol; sodium tetrahydroborate; sodium hypophosphite; sodium methylate; toluene-4-sulfonic acid; nickel; In methanol; dichloromethane; acetone; 1: Reduction / 2: Hydrolysis / 3: Reduction / 4: Acetylation / 5: Deacetylation / 6: acetalization;

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) → (4aS,8aR,9R,9aR,10aR)-2,7-Diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-ol (71072-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium borohydride / methanol / 0.33 h

2: 287 mg / pyridine

3: 85 percent / sodium methoxide; methanol / 20 h

4: TsOH

With pyridine; methanol; sodium tetrahydroborate; sodium methylate; toluene-4-sulfonic acid; In methanol; 1: Reduction / 2: Acetylation / 3: Deacetylation / 4: acetalization;

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

upstream raw materials:

2,6-anhydro-L-glycero-L-galacto-heptitol

benzaldehyde dimethyl acetal

2,6-anhydro-1,3:5,7-di-O-benzylidene-4-O-toluenesulfonyl-L-glycero-L-galacto-heptitol

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

Downstream raw materials:

Acetic acid (4aS,8aS,9R,9aS,10aR)-2,7-diphenyl-hexahydro-1,3,6,8,10-pentaoxa-anthracen-9-yl ester

2,6-anhydro-1,3:5,7-di-O-benzylidene-4-O-toluenesulfonyl-L-glycero-L-galacto-heptitol

2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol