N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

Base Information

• Chemical Name: N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide
• CAS No.: 209517-51-1
• Molecular Formula: C₅₅H₆₉NO₁₂Si
• Molecular Weight: 964.238
• Mol file: 209517-51-1.mol

Synonyms:

Chemical Property of N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide

There total 3 articles about N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide 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:

N-{(4aR,6S,7R,8R,8aS)-6-[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide (143571-61-3) → N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide (209517-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / dimethylformamide / 1.) 0 deg C, 20 min, 2.) room temperature, 10 h

2: 1.) 4 Angstroem MS, 2.) NaBH₃CN, 1.0 M HCl / 1.) THF, room temperature, 2 h, 2.) 0 deg C

With hydrogenchloride; 4 Angstroem MS; sodium hydride; sodium cyanoborohydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00003-0

Reference yield:

p-methoxybenzyl chloride (824-94-2) → N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide (209517-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / dimethylformamide / 1.) 0 deg C, 20 min, 2.) room temperature, 10 h

2: 1.) 4 Angstroem MS, 2.) NaBH₃CN, 1.0 M HCl / 1.) THF, room temperature, 2 h, 2.) 0 deg C

With hydrogenchloride; 4 Angstroem MS; sodium hydride; sodium cyanoborohydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(98)00003-0

Reference yield:

N-[(4aR,6S,7R,8R,8aS)-6-[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-8-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide → N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide (209517-51-1)

Guidance literature:

With hydrogenchloride; 4 Angstroem MS; sodium cyanoborohydride; Yield given. Multistep reaction; 1.) THF, room temperature, 2 h, 2.) 0 deg C;

DOI:10.1016/S0968-0896(98)00003-0

upstream raw materials:

N-{(4aR,6S,7R,8R,8aS)-6-[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-acetamide

p-methoxybenzyl chloride