9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

Base Information

Chemical Name:9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol
CAS No.:863663-32-5
Molecular Formula:C₃₃H₆₄O₆Si₂
Molecular Weight:613.039
Hs Code.:

Synonyms:9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

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Chemical Property of 9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

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Technology Process of 9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

There total 9 articles about 9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol 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: 60.0%

: 863663-31-4
1-O-[tert-butyl(dimethyl)silyl]-2,4,7,8-tetradeoxy-9-O-(4-methoxybenzyl)-2,4,8-trimethyl-6-C-methyl-6-O-(triethylsilyl)-L-glycero-D-gulo-non-3-ulose

: 863663-32-5
9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

: (2S,3S,4S,5R,6R,8R)-1-(tert-Butyl-dimethyl-silanyloxy)-9-(4-methoxy-benzyloxy)-2,4,6,8-tetramethyl-6-triethylsilanyloxy-nonane-3,5-diol

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; dichloromethane; at -78 - -30 ℃;
DOI:10.1002/anie.200500172

Reference yield: 60.0%

: 863663-31-4
1-O-[tert-butyl(dimethyl)silyl]-2,4,7,8-tetradeoxy-9-O-(4-methoxybenzyl)-2,4,8-trimethyl-6-C-methyl-6-O-(triethylsilyl)-L-glycero-D-gulo-non-3-ulose

: 863663-32-5
9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

Guidance literature:: With zinc borohydride; In diethyl ether; dichloromethane; at -30 ℃; for 2.5h;
DOI:10.1021/jo901817b

Reference yield:

: C₁₀H₂₂ClNO₂Si

: 863663-32-5
9-O-[tert-butyl(dimethyl)silyl]-2,3,6,8-tetradeoxy-1-O-(4-methoxybenzyl)-2,6,8-trimethyl-4-C-methyl-4-O-(triethylsilyl)-L-threo-L-ido-nonitol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.20 g / EtMgBr / CH₂Cl₂; diethyl ether; propan-2-ol / 0 - 20 °C

2: 82 percent / TPAP; NMO; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

3: 64 percent / t-BuLi; MgBr₂ / diethyl ether; pentane; various solvents / 1 h / -78 °C

4: 93 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: 89 percent / Raney-Ni; boric acid; H₂ / methanol; H₂O / 2 h / 20 °C

6: 60 percent / Zn(BH₄)2 / diethyl ether; CH₂Cl₂ / -78 - -30 °C

With 2,6-dimethylpyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; 4 A molecular sieve; ethylmagnesium bromide; hydrogen; tert.-butyl lithium; boric acid; nickel; magnesium bromide; In methanol; diethyl ether; dichloromethane; various solvents; water; isopropyl alcohol; pentane;
DOI:10.1002/anie.200500172