2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

Base Information

Chemical Name:2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol
CAS No.:136738-65-3
Molecular Formula:C₂₂H₂₅NO₇
Molecular Weight:415.443
Hs Code.:

Synonyms:2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

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Chemical Property of 2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

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Technology Process of 2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

There total 5 articles about 2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol 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: 98.0%

: 136738-62-0
1-amino-2,6-anhydro-5,7-O-benzylidene-1-deoxy-D-glycero-D-guloheptitol

: 501-53-1,94274-21-2
benzyl chloroformate

: 136738-65-3
2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water; toluene; for 18h;
DOI:10.1016/S0040-4020(01)86545-5

Reference yield:

: 492-61-5
β-D-glucose

: 136738-65-3
2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 8 h / 40 °C / 2 Torr

2: 69 percent / DBU, 2-hydroxy pyridine, molecular sieves (3 Angstroem) / tetrahydrofuran / 72 h / Ambient temperature

3: 54 percent / Fe / tetrahydrofuran; H₂O / 92 h

4: 98 percent / NaHCO₃ / toluene; tetrahydrofuran; H₂O / 18 h

With 2-hydroxypyridin; 3 A molecular sieve; iron; sodium hydrogencarbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)86545-5

Reference yield:

: 25152-90-3
(4aR,6S,7R,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol

: 136738-65-3
2,6-anhydro-5,7-O-benzylidene-1-benzyloxycarboxamido-1-deoxy-D-glycero-D-guloheptitol

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / DBU, 2-hydroxy pyridine, molecular sieves (3 Angstroem) / tetrahydrofuran / 72 h / Ambient temperature

2: 54 percent / Fe / tetrahydrofuran; H₂O / 92 h

3: 98 percent / NaHCO₃ / toluene; tetrahydrofuran; H₂O / 18 h

With 2-hydroxypyridin; 3 A molecular sieve; iron; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; water; toluene;
DOI:10.1016/S0040-4020(01)86545-5