L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-1,3:5,7-bis-O-(phenylmethylene)-

Base Information

Chemical Name:L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-1,3:5,7-bis-O-(phenylmethylene)-
CAS No.:228115-96-6
Molecular Formula:C₂₁H₂₁N₃O₅
Molecular Weight:395.415
Hs Code.:

Synonyms:L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-1,3:5,7-bis-O-(phenylmethylene)-

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-1,3:5,7-bis-O-(phenylmethylene)-

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Technology Process of L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-1,3:5,7-bis-O-(phenylmethylene)-

There total 11 articles about L-glycero-L-gluco-Heptitol, 2,6-anhydro-4-azido-4-deoxy-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%

: 228115-94-4
2,6-anhydro-1,3:5,7-di-O-benzylidene-4-O-toluenesulfonyl-L-glycero-L-galacto-heptitol

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

: 228115-96-6
2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol

Guidance literature:: With sodium azide; In dimethyl sulfoxide; at 180 ℃; for 1h;
DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

: 52443-07-9
3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonitrile

: 228115-96-6
2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol

Guidance literature:: Multi-step reaction with 8 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

7: 73 percent / 4-(dimethylamino)pyridine; pyridine / 3 h / 70 °C

8: 10 percent / sodium azide / dimethylsulfoxide / 1 h / 180 °C

With pyridine; methanol; dmap; sodium tetrahydroborate; sodium hypophosphite; sodium azide; sodium methylate; toluene-4-sulfonic acid; nickel; In methanol; dichloromethane; dimethyl sulfoxide; acetone; 1: Reduction / 2: Hydrolysis / 3: Reduction / 4: Acetylation / 5: Deacetylation / 6: acetalization / 7: Tosylation / 8: Substitution;
DOI:10.1016/S0040-4020(99)00327-0

Reference yield:

: 13964-15-3
2,6-anhydro-L-glycero-L-galacto-heptitol

: 228115-96-6
2,6-anhydro-4-azido-1,3:5,7-di-O-benzylidene-4-deoxy-L-glycero-L-gluco-heptitol

Guidance literature:: Multi-step reaction with 3 steps

1: TsOH

2: 73 percent / 4-(dimethylamino)pyridine; pyridine / 3 h / 70 °C

3: 10 percent / sodium azide / dimethylsulfoxide / 1 h / 180 °C

With pyridine; dmap; sodium azide; toluene-4-sulfonic acid; In dimethyl sulfoxide; 1: acetalization / 2: Tosylation / 3: Substitution;
DOI:10.1016/S0040-4020(99)00327-0