2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

Base Information

Chemical Name:2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate
CAS No.:845536-61-0
Molecular Formula:C₆₂H₈₇NO₁₁SSi
Molecular Weight:1082.52
Hs Code.:

2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

Synonyms:2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

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Chemical Property of 2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

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Technology Process of 2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

There total 1 articles about 2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate 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: 89.0%

: 2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3RS,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-3-hydroxy-2-methylpropionate

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 845536-61-0
2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

: 2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3S,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol047779s

Reference yield: 89.0%

: 845536-61-0
2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

: 845536-46-1
(2S,3R,2'S,3'S,5'S)-3-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxypropan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1021/ol047779s

Reference yield:

: 845536-61-0
2'-[benzyl-(2,4,6-trimethylbenzenesulfonyl)amino]-1'-phenylpropyl (2S,3R,1'S,2'R,2''S,3''S,5''S)-3-[2-(6''-benzyloxy-2''-methoxymethoxy-3'',5''-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2-methyl-3-triethylsilanyloxy-propionate

: (1R,2R,3S,4S,2'S,3'S,5'S)-1-[2-(6'-benzyloxy-2'-methoxymethoxy-3',5'-dimethylhexyl)-3,5,6-trimethoxy-4-methylphenyl]-2,4-dimethylhex-5-en-1,3-diyl di(3,5-dinitrobenzoate)

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / DIBALH / toluene / 1 h / -78 °C

2.1: tetrapropylammonium peruthenate; 4-methylmorpholine-N-oxide / CH₂Cl₂ / 0.67 h / 20 °C

3.1: (-)-B-methoxydiisopinocampheylborane; n-BuLi; tert-BuOK / BF₃*Et₂O / tetrahydrofuran; diethyl ether / 1 h / -78 - -45 °C

3.2: tetrahydrofuran / 4 h / -78 °C

3.3: 18.8 mg / NaOH; H₂O₂ / H₂O / 12 h / 20 °C

4.1: 95 percent / tetrabutylammonium fluoride monohydrate / tetrahydrofuran / 0 °C

5.1: 93 percent / DMAP; triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

With (-)-B-methoxydiisopinocamphenylborane; dmap; n-butyllithium; tetrapropylammonium perruthennate; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 3.2: Brown asymmetric crotylation;
DOI:10.1021/ol047779s