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

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Chemical Name:(2'S)-3-(2'-Aziridinyl)-2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-O-(tert-butyldiphenylsilyl)propanol
CAS No.:153098-21-6
Molecular Formula:C₃₇H₄₅NO₅Si
Molecular Weight:611.854
Hs Code.:

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

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

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

There total 10 articles about (2'S)-3-(2'-Aziridinyl)-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: 76.0%

: 5-Azido-5-deoxy-2,3-O-bis(p-methoxybenzyl)-1-O-(tert-butyldiphenylsilyl)-D-arabinol

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

Guidance literature:: With triphenylphosphine; In toluene; at 40 ℃; for 0.5h;
DOI:10.1021/jo00079a033

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

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

Guidance literature:: Multi-step reaction with 8 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

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

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

Guidance literature:: Multi-step reaction with 5 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

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