(1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

Base Information

Chemical Name:(1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide
CAS No.:132247-69-9
Molecular Formula:C₃₈H₅₇NO₁₂Si₂
Molecular Weight:776.041
Hs Code.:

(1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

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Suppliers and Price of (1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

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Technology Process of (1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

There total 12 articles about (1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide 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: 11.0%

: 941-69-5
N-phenyl-maleimide

: 132247-65-5
(E)-3-(t-butyldimethylsiloxy)-1-<2',3',4'-tri-O-acetyl-α-D-glucopyranosyloxy>buta-1,3-diene

: 132247-69-9,132340-01-3,132340-02-4,132340-66-0
(1S,2S,3R)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

: 132247-69-9,132340-01-3,132340-02-4,132340-66-0
(1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

Guidance literature:: In benzene; for 17h; dark;
DOI:10.1039/P19900003113

Reference yield: 11.0%

: 941-69-5
N-phenyl-maleimide

: 132247-65-5
(E)-3-(t-butyldimethylsiloxy)-1-<2',3',4'-tri-O-acetyl-α-D-glucopyranosyloxy>buta-1,3-diene

: 132247-69-9,132340-01-3,132340-02-4,132340-66-0
(1S,2S,3R)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

: 132247-69-9,132340-01-3,132340-02-4,132340-66-0
(1R,2R,3S)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

Guidance literature:: In benzene; for 17h; dark;
DOI:10.1039/P19900003113

Reference yield:

: 109280-59-3
6-O-benzyl-1,2,3,4 tetra-O-acetyl D-glucopyranose

: 132247-69-9,132340-01-3,132340-02-4,132340-66-0
(1S,2S,3R)-5-(t-butyldimethylsiloxy)-N-phenyl-3-<2',3',4'-tri-O-acetyl-6'-O-(t-butyldimethylsilyl)-α-D-glucopyranosyloxy>cyclohex-4-ene-1,2-dicarboximide

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / H₂, acetic acid / Pd/C (10percent) / 6 h

2: imidazole / dimethylformamide / overnight

3: 1.) NH₃ gas; 2.) N-methylmorpholine / 1.) THF, methanol, 0 deg C, 45 min; 2.) CH₂Cl₂, 2 h

4: 90 percent / Et₃N / CH₂Cl₂ / 0.25 h / -78 °C

5: 42 percent / benzene / 17 h / dark

With 4-methyl-morpholine; 1H-imidazole; ammonia; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19900003113