(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

Base Information

Chemical Name:(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol
CAS No.:153098-22-7
Molecular Formula:C₅₇H₆₁NO₆Si
Molecular Weight:884.2
Hs Code.:

(2'S)-3-<N-(Monomethoxytrityl)-2'-aziridinyl>-2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

Synonyms:(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

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Chemical Property of (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

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Technology Process of (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

There total 11 articles about (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol 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: 64.0%

: 153098-21-6
(2'S)-3-(2'-Aziridinyl)-2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

: 14470-28-1
mono-4-methoxytrityl chloride

: 153098-22-7
(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

Guidance literature:: With pyridine; In dichloromethane; for 0.25h;
DOI:10.1021/jo00079a033

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 153098-22-7
(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / NaH / dimethylformamide / 4 h / 25 °C

2: NBS, 2,6-lutidine, H₂O / acetonitrile

3: NaBH₄ / ethanol / 2 h / 25 °C

4: 95 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

5: 66 percent / pyridinium p-toluenesulfonate / methanol / 56 h / 50 °C

6: pyridine / CH₂Cl₂ / 0 °C

7: NaN₃ / dimethylformamide / 8 h / 50 °C

8: 76 percent / Ph₃P / toluene / 0.5 h / 40 °C

9: 64 percent / pyridine / CH₂Cl₂ / 0.25 h

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; water; pyridinium p-toluenesulfonate; sodium hydride; triphenylphosphine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00079a033

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 153098-22-7
(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 66 percent / pyridinium p-toluenesulfonate / methanol / 56 h / 50 °C

3: pyridine / CH₂Cl₂ / 0 °C

4: NaN₃ / dimethylformamide / 8 h / 50 °C

5: 76 percent / Ph₃P / toluene / 0.5 h / 40 °C

6: 64 percent / pyridine / CH₂Cl₂ / 0.25 h

With pyridine; 1H-imidazole; sodium azide; pyridinium p-toluenesulfonate; triphenylphosphine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00079a033