N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

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Chemical Name:N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol
CAS No.:121194-96-5
Molecular Formula:C₂₃H₂₉NO₄
Molecular Weight:383.488
Hs Code.:

Synonyms:N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

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Chemical Property of N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

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Technology Process of N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

There total 12 articles about N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol 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: 79.0%

: (3aR,6R,7R,7aR)-5-Benzyl-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

: 121194-96-5
N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride;
DOI:10.1016/0040-4039(88)85305-X

Reference yield:

: 138913-30-1
(1R,4S,5S,6R)-3-chloro-4,5-O-isopropylidene-7-oxabicyclo[4.1.0]hept-2-ene-4,5-diol

: 121194-96-5
N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / LiCl; HOAc / tetrahydrofuran / 17 h / 18 °C

2.1: 91 percent / LiN₃ / dimethylformamide / 72 h / 18 °C

3.1: 100 percent / KI; NAH / tetrahydrofuran / 24 h / 0 - 18 °C

4.1: O₃; pyridine / 1 h / -78 °C

4.2: NaBH₄ / methanol / 3 h / -10 °C

5.1: imidazole / CH₂Cl₂ / 2 h / 18 °C

6.1: 86 percent / H₂ / 5percent Pd/C / ethyl acetate / 36 h / 18 °C / 760.05 Torr

7.1: BH₃*Me₂S / tetrahydrofuran / 4.5 h / 18 °C

7.2: 73 percent / MeOH / 10percent Pd/C / 38 h / 18 °C

8.1: KI; NaH / tetrahydrofuran / 24 h / 18 °C

9.1: TBAF / tetrahydrofuran / 2 h / 18 °C

With pyridine; 1H-imidazole; lithium azide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; ozone; acetic acid; potassium iodide; lithium chloride; 5percent Pd/C; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b304063a

Reference yield:

: 139432-85-2
(1R,2R,3R,6R)-6-Azido-4-chloro-2,3-O-isopropylidenecyclohex-4-ene-1,2,3-triol

: 121194-96-5
N-benzyl-4-O-benzyl-1,5-dideoxy-1,5-imino-2,3-O-isopropylidene-D-mannitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / KI; NAH / tetrahydrofuran / 24 h / 0 - 18 °C

2.1: O₃; pyridine / 1 h / -78 °C

2.2: NaBH₄ / methanol / 3 h / -10 °C

3.1: imidazole / CH₂Cl₂ / 2 h / 18 °C

4.1: 86 percent / H₂ / 5percent Pd/C / ethyl acetate / 36 h / 18 °C / 760.05 Torr

5.1: BH₃*Me₂S / tetrahydrofuran / 4.5 h / 18 °C

5.2: 73 percent / MeOH / 10percent Pd/C / 38 h / 18 °C

6.1: KI; NaH / tetrahydrofuran / 24 h / 18 °C

7.1: TBAF / tetrahydrofuran / 2 h / 18 °C

With pyridine; 1H-imidazole; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; ozone; potassium iodide; 5percent Pd/C; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1039/b304063a