(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Base Information

Chemical Name:(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol
CAS No.:143833-85-6
Molecular Formula:C₁₈H₃₁N₃O₄Si
Molecular Weight:381.547
Hs Code.:

Synonyms:(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

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Chemical Property of (2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

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Technology Process of (2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

There total 5 articles about (2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 143833-83-4
(2S,3R)-2-azido-4-O-(4-methoxybenzyl)butan-1,3,4-triol

: 143833-85-6
(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 143833-85-6
(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / trifluoroacetic acid / benzene / Heating

2: 81 percent / sodium cyanoborohydride, trifluoroacetic acid / dimethylformamide / 0.5 h / Heating

3: 88 percent / D-(-)-diethyl tartarate (D-(-)-det) , titanium isopropoxide, tert-butyl hydroperoxide (TBHP), molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / -2 °C

4: 50 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 3.5 h / Heating

5: 100 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; molecular sieve; diethyl (2S,3S)-tartrate; sodium cyanoborohydride; ammonium chloride; trifluoroacetic acid; In 2,2,4-trimethylpentane; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; benzene;

Reference yield:

: 143833-81-2
(Z)-4-(4-methoxybenzyloxy)but-2-en-1-ol

: 143833-85-6
(2S, 3R)-2-azido-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / D-(-)-diethyl tartarate (D-(-)-det) , titanium isopropoxide, tert-butyl hydroperoxide (TBHP), molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / -2 °C

2: 50 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 3.5 h / Heating

3: 100 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium azide; molecular sieve; diethyl (2S,3S)-tartrate; ammonium chloride; In 2,2,4-trimethylpentane; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;