3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

Base Information

Chemical Name:3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone
CAS No.:220587-80-4
Molecular Formula:C₂₃H₂₈N₂O₆
Molecular Weight:428.485
Hs Code.:

Synonyms:3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

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Chemical Property of 3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

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Technology Process of 3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

There total 8 articles about 3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone 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: 40.0%

: 220587-67-7
phenyl 2-O-(diphenylhydrazono)acetyl-3,5,6-tri-O-methyl-1-seleno-β-D-glucofuranoside

: 220587-80-4
3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

: 220587-79-1
3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-ido-octono-1,4-lactone

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1021/jo981435w

Reference yield:

: 28436-51-3
3,5,6-tri-O-methyl-D-glucofuranose

: 220587-80-4
3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 14 h

2: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / 0 °C

3: 96 percent / K₂CO₃ / tetrahydrofuran; methanol / 0.25 h

4: DCC, DMAP / CH₂Cl₂ / 12 h

5: 40 percent / Bu₃SnH, AIBN / toluene / Heating

With dmap; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/jo981435w

Reference yield:

: 530-47-2,29666-92-0
N,N-diphenylhydrazine hydrochloride

: 220587-80-4
3,6-anhydro-2-deoxy-2-(2,2-diphenylhydrazino)-5,7,8-tri-O-methyl-D-erythro-L-gulo-octono-1,4-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂O / 2 h

2: DCC, DMAP / CH₂Cl₂ / 12 h

3: 40 percent / Bu₃SnH, AIBN / toluene / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; In dichloromethane; water; toluene;
DOI:10.1021/jo981435w