4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester
CAS No.:219906-54-4
Molecular Formula:C₃₉H₆₀O₁₂Si₂
Molecular Weight:777.069
Hs Code.:

4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

There total 11 articles about 4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester 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:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 219906-54-4
4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 31 percent / HCl gas / Ambient temperature

2: 65 percent / pyridine / -35 - 20 °C

3: 93 percent / imidazole, DMAP / dimethylformamide / 1 h

4: 76 percent / Et₃N, H₂ / Pd/C / ethyl acetate / 24 h / 50 °C / 760 Torr

5: 79 percent / DBU / CH₂Cl₂ / 3 h / Ambient temperature

6: 5.83 g / BF₃*OEt₂, 4A MS / CH₂Cl₂ / 0.5 h / -60 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; boron trifluoride diethyl etherate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo981685c

Reference yield:

: 219906-49-7
benzyl 2-O-(4-methoxybenzoyl)-α-D-xylopyranoside

: 219906-54-4
4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / imidazole, DMAP / dimethylformamide / 1 h

2: 76 percent / Et₃N, H₂ / Pd/C / ethyl acetate / 24 h / 50 °C / 760 Torr

3: 79 percent / DBU / CH₂Cl₂ / 3 h / Ambient temperature

4: 5.83 g / BF₃*OEt₂, 4A MS / CH₂Cl₂ / 0.5 h / -60 °C

With 1H-imidazole; dmap; boron trifluoride diethyl etherate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo981685c

Reference yield:

: 219906-50-0
4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-benzyloxy-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

: 219906-54-4
4-Methoxy-benzoic acid (2S,3R,4R,5R)-2-((3S,4S,5R,6S)-5-acetoxy-6-benzyloxy-4-hydroxy-tetrahydro-pyran-3-yloxy)-4,5-bis-triethylsilanyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / Et₃N, H₂ / Pd/C / ethyl acetate / 24 h / 50 °C / 760 Torr

2: 79 percent / DBU / CH₂Cl₂ / 3 h / Ambient temperature

3: 5.83 g / BF₃*OEt₂, 4A MS / CH₂Cl₂ / 0.5 h / -60 °C

With boron trifluoride diethyl etherate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jo981685c