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

Base Information

Chemical Name: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
CAS No.:863663-31-4
Molecular Formula:C₃₃H₆₂O₆Si₂
Molecular Weight:611.023
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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%

: 863663-20-1
(4S,5R)-3-((1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-5-{(1R,3R)-4-[(4-methoxybenzyl)oxy]-1,3-dimethyl-1-[(trethylsilyl)oxy]butyl}-4-methyl-4,5-dihydroisoxazole

: 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

Guidance literature:: With hydrogen; boric acid; nickel; In methanol; water; at 20 ℃; for 2h;
DOI:10.1002/anie.200500172

Reference yield:

: C₁₀H₂₂ClNO₂Si

: 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

Guidance literature:: Multi-step reaction with 5 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

With 2,6-dimethylpyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 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

Reference yield:

: C₁₂H₁₇BrMgO₂

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 89 percent / Raney-Ni; boric acid; H₂ / methanol; H₂O / 2 h / 20 °C

With 2,6-dimethylpyridine; hydrogen; tert.-butyl lithium; boric acid; nickel; magnesium bromide; In methanol; diethyl ether; dichloromethane; various solvents; water; pentane;
DOI:10.1002/anie.200500172