1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

Base Information

Chemical Name:1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose
CAS No.:1403497-14-2
Molecular Formula:C₄₅H₈₃NO₉Si₄
Molecular Weight:894.497
Hs Code.:

1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

Synonyms:1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

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Chemical Property of 1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

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Technology Process of 1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

There total 8 articles about 1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose 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: 80.0%

: 860634-47-5
1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose

: 1403497-14-2
1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

Guidance literature:: 1,6-anhydro-3-{(1R)-2,6-anhydro-3,4,5,7-tetrakis-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-manno-heptitol-1-C-yl}-2-[(N-benzyl-N-methoxy)amino]-2,3-dideoxy-β-D-xylo-hexopyran-4-ulose; With pyridine; trifluoroacetic anhydride; In dichloromethane; at 0 ℃; for 1h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1002/chem.201200364

Reference yield:

: (3R,4S,5S,6R)-2-Iodo-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran

: 1403497-14-2
1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

Guidance literature:: Multi-step reaction with 7 steps

1.1: dichloromethane / 1 h / Molecular sieve; Inert atmosphere

2.1: 0.67 h / Reflux

3.1: pyridine; dmap / 24 h / 20 °C

4.1: diisobutylaluminium hydride / hexane; toluene / 0.5 h / 0 °C

5.1: diethylaluminum iodide / dichloromethane; toluene / -90 - -76 °C

6.1: 12 h / 20 °C

7.1: pyridine; trifluoroacetic anhydride / dichloromethane / 1 h / 0 °C

7.2: 0.33 h / 0 °C

With pyridine; dmap; diethylaluminum iodide; diisobutylaluminium hydride; trifluoroacetic anhydride; In hexane; dichloromethane; toluene; 5.1: Itoh-Nozaki condensation;
DOI:10.1002/chem.201200364

Reference yield:

: C₃₂H₇₀O₇Si₄

: 1403497-14-2
1,6-anhydro-3-C-{2,6-anhydro-1-deoxy-3,4,5,7-tetra-O-[(tert-butyl)dimethylsilyl]-D-glycero-L-mannoheptitol-1-C-ylidene}-2-[(benzyl)(methoxy)amino]-2,3-dideoxy-β-D-erythro-hexopyran-4-ulose

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 0.5 h / 0 °C

2.1: diethylaluminum iodide / dichloromethane; toluene / -90 - -76 °C

3.1: 12 h / 20 °C

4.1: pyridine; trifluoroacetic anhydride / dichloromethane / 1 h / 0 °C

4.2: 0.33 h / 0 °C

With pyridine; diethylaluminum iodide; diisobutylaluminium hydride; trifluoroacetic anhydride; In hexane; dichloromethane; toluene; 2.1: Itoh-Nozaki condensation;
DOI:10.1002/chem.201200364