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

Base Information

Chemical Name:(2S, 3R)-2-amino-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol
CAS No.:143833-87-8
Molecular Formula:C₂₅H₃₉NO₄Si
Molecular Weight:445.674
Hs Code.:

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

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

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

There total 8 articles about (2S, 3R)-2-amino-3-O-benzyl-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: 87.0%

: 143833-86-7
(2S, 3R)-2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

: 143833-87-8
(2S, 3R)-2-amino-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate;

Reference yield:

: 100-39-0
benzyl bromide

: 143833-87-8
(2S, 3R)-2-amino-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, 1 h, 2.) THF, 2.5 h

2: 87 percent / H₂ / 5percent Pd/C / ethyl acetate

With hydrogen; sodium hydride; palladium on activated charcoal; In ethyl acetate;

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 143833-87-8
(2S, 3R)-2-amino-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-O-(4-methoxybenzyl)butane-1,3,4-triol

Guidance literature:: Multi-step reaction with 7 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

6: 1.) NaH / 1.) THF, 1 h, 2.) THF, 2.5 h

7: 87 percent / H₂ / 5percent Pd/C / ethyl acetate

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