9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

Base Information

Chemical Name:9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol
CAS No.:160765-96-8
Molecular Formula:C₂₄H₃₂Cl₃NO₉
Molecular Weight:584.878
Hs Code.:

Synonyms:9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

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Chemical Property of 9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

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Technology Process of 9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

There total 9 articles about 9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol 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: 83.0%

: 160765-95-7
(4R,5R)-5-<(1R,2R)-3-benzoyloxy-1,2-(isopropylidenedioxy)propyl>-4,5-dihydro-4-<(1S,3S)-1-hydroxy-3,4-(isopropylidenedioxy)butyl>-2-trichloromethyl-1,3-oxazole

: 160765-96-8
9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

Guidance literature:: With toluene-4-sulfonic acid; In pyridine; water; at 80 ℃; for 12h;

Reference yield:

: 114884-40-1
(S)-3,4-O-isopropylidene-3,4-dihydroxybutyltriphenylphosphonium iodide

: 160765-96-8
9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) (Me₃Si)2NNa / 1.) toluene, r.t., 10 min, 2.) toluene, -60 deg C up to r.t.

2: 96 percent / CH₃ONa / methanol / 1 h / Ambient temperature

3: 93 percent / NaBH₄ / ethanol / 1 h / 55 °C

4: 88 percent / Et₃N / acetonitrile / 1 h / -35 °C

5: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / -10 °C

6: 77 percent / NaH, MgSO₄ / CH₂Cl₂ / 10 h

7: 92 percent / 0.3M BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

8: 83 percent / TsOH*H₂O / pyridine; H₂O / 12 h / 80 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium methylate; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In pyridine; methanol; ethanol; dichloromethane; water; acetonitrile;

Reference yield:

: 57492-91-8
1-O-benzoyl 2,3-O-isopropylidene-α-D-lyxopentodialdehydo-1,4-furanoside

: 160765-96-8
9-benzoyl-3,5-dideoxy-1,2:7,8-di-O-isopropylidene-5-trichloroacetamido-D-erythro-L-glucononitol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) (Me₃Si)2NNa / 1.) toluene, r.t., 10 min, 2.) toluene, -60 deg C up to r.t.

2: 96 percent / CH₃ONa / methanol / 1 h / Ambient temperature

3: 93 percent / NaBH₄ / ethanol / 1 h / 55 °C

4: 88 percent / Et₃N / acetonitrile / 1 h / -35 °C

5: 89 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 12.3 h / -10 °C

6: 77 percent / NaH, MgSO₄ / CH₂Cl₂ / 10 h

7: 92 percent / 0.3M BF₃*OEt₂ / CH₂Cl₂ / 1 h / 0 °C

8: 83 percent / TsOH*H₂O / pyridine; H₂O / 12 h / 80 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; sodium methylate; sodium hexamethyldisilazane; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In pyridine; methanol; ethanol; dichloromethane; water; acetonitrile;