cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Base Information

Chemical Name:cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside
CAS No.:864863-51-4
Molecular Formula:C₂₀H₃₆O₆Si
Molecular Weight:400.588
Hs Code.:

Synonyms:cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

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Chemical Property of cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

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Technology Process of cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

There total 3 articles about cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 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: 69.0%

: 79-22-1
methyl chloroformate

: 637034-68-5
cyclohexyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 864863-51-4
cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.tet.2005.06.041

Reference yield:

: 243125-06-6
cyclohexyl 2 ,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 864863-51-4
cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 0 - 20 °C

2: 69 percent / pyridine; DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; 1H-imidazole; dmap; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.06.041

Reference yield:

: 134236-17-2
cyclohexyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside

: 864863-51-4
cyclohexyl 6-O-(tert-butyldimethylsilyl)-4-O-methoxycarbonyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / MeONa / methanol

2: 80 percent / imidazole / dimethylformamide / 0 - 20 °C

3: 69 percent / pyridine; DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium methylate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.06.041