3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

Base Information

Chemical Name:3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol
CAS No.:142588-94-1
Molecular Formula:C₃₃H₃₂ClN₃O₅
Molecular Weight:586.087
Hs Code.:

Synonyms:3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

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Chemical Property of 3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

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Technology Process of 3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

There total 5 articles about 3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol 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: 55.0%

: (2ξ)-3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-heptitol

: 142588-94-1
3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

Guidance literature:: With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; for 1.33333h; Ambient temperature;
DOI:10.1002/jhet.5570300508

Reference yield:

: 86563-14-6,86563-15-7,142695-06-5
methyl (2ξ)-3,6-anhydro-2-deoxy-2-bromo-4,5-O-isopropylidene-7-O-trityl-D-allo-heptonate

: 142588-94-1
3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / lithium borohydride / tetrahydrofuran / 0.5 h

2: 96 percent / sodium hydride / dimethylformamide / Ambient temperature

3: 82 percent / NH₃, methanol / 2 h / 100 °C

4: 40 percent / triethylamine / dioxane / Heating

5: 55 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1.33 h / Ambient temperature

With methanol; lithium borohydride; ammonia; sodium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570300508

Reference yield:

: (2ξ)-1,2-anhydro-3,6-anhydro-4,5-O-isopropylidene-7-O-trityl-D-allo-heptitol

: 142588-94-1
3,6-anhydro-1-deoxy-1-(3-chloropyrazin-2-ylamino)-4,5-O-isopropylidene-7-O-trityl-D-allo-hept-2-ulositol

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NH₃, methanol / 2 h / 100 °C

2: 40 percent / triethylamine / dioxane / Heating

3: 55 percent / trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 1.33 h / Ambient temperature

With methanol; ammonia; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In 1,4-dioxane; dichloromethane;
DOI:10.1002/jhet.5570300508