4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

Base Information

Chemical Name:4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide
CAS No.:160840-67-5
Molecular Formula:C₂₄H₃₄N₂O₆
Molecular Weight:446.544
Hs Code.:

Synonyms:4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

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Chemical Property of 4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

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Technology Process of 4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

There total 13 articles about 4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide 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: 91.0%

: 160840-66-4
(2R,3S,4R,5R)-4-(Benzyloxy)-3-hydroxy-2-methoxy-5-(3-methyl-1-butynyl)-5-pentanolide

: 21568-87-6
2-aminocaprolactam

: 160840-67-5
4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

Guidance literature:: With triethylamine; In 1,4-dioxane; Ambient temperature;
DOI:10.1016/0040-4039(94)85036-4

Reference yield:

: 15787-92-5
4-methyl-2-pentyn-1-ol

: 160840-67-5
4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

Guidance literature:: Multi-step reaction with 9 steps

3: 86 percent / HSiCl₃, Et₃N / benzene / Ambient temperature

4: 95 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

5: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

6: 1.) SnCl₄ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to 0 deg C

7: 10percent aq. HCl / tetrahydrofuran / Ambient temperature

8: AgOCOCF₃ / tetrahydrofuran / 5 h / 60 °C

9: 91 percent / Et₃N / tetrahydrofuran; dioxane

With 1H-imidazole; hydrogenchloride; trichlorosilane; silver trifluoroacetate; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00123a030

Reference yield:

: 133756-18-0
S-tert-butyl 2-(benzyloxy)ethanethioate

: 160840-67-5
4-O-Benzyl-6,7,8,9-tetradeoxy-N-<(S)-hexahydro-2-oxo-1H-azepin-3-yl>-8-methyl-2-O-methyl-D-gulo-6-nonynonamide

Guidance literature:: Multi-step reaction with 9 steps

3: 86 percent / HSiCl₃, Et₃N / benzene / Ambient temperature

4: 95 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

5: DIBALH / CH₂Cl₂; toluene / 0.5 h / -78 °C

6: 1.) SnCl₄ / 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, -78 deg C to 0 deg C

7: 10percent aq. HCl / tetrahydrofuran / Ambient temperature

8: AgOCOCF₃ / tetrahydrofuran / 5 h / 60 °C

9: 91 percent / Et₃N / tetrahydrofuran; dioxane

With 1H-imidazole; hydrogenchloride; trichlorosilane; silver trifluoroacetate; tin(IV) chloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo00123a030