4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

Base Information

Chemical Name:4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol
CAS No.:131379-09-4
Molecular Formula:C₂₈H₄₄O₇Si
Molecular Weight:520.739
Hs Code.:

Synonyms:4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

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Chemical Property of 4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

Chemical Property:

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Technology Process of 4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

There total 6 articles about 4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol 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:

: 77312-71-1
diethyl (2R,3R)-2,3-bis(benzyloxy)butane-1,4-dioate

: 131379-09-4
4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / LiAlH₄

2: 95 percent / n-BuLi / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) 0 deg C, 1 h

3: 93 percent / Dess-Martin reagent / CH₂Cl₂ / 0.33 h / Ambient temperature

4: 81 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 °C

5: 1.) O₃, Me₂S, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 4 min, -78 deg C to r.t., 1.5 h, 2.) r.t., 5 min

With sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; dimethylsulfide; boron trifluoride diethyl etherate; Dess-Martin periodane; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00091a034

Reference yield:

: 131379-07-2
(2R,3S)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butanal

: 131379-09-4
4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 °C

2: 1.) O₃, Me₂S, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 4 min, -78 deg C to r.t., 1.5 h, 2.) r.t., 5 min

With sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; ozone; In dichloromethane;
DOI:10.1021/jo00091a034

Reference yield:

: 113427-43-3
1,4-di-O-benzyl-L-threitol

: 131379-09-4
4,5-Di-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-O-(methoxymethyl)-L-galactitol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / n-BuLi / tetrahydrofuran / 1.) 0 deg C, 45 min, 2.) 0 deg C, 1 h

2: 93 percent / Dess-Martin reagent / CH₂Cl₂ / 0.33 h / Ambient temperature

3: 81 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.67 h / -78 °C

4: 1.) O₃, Me₂S, 2.) NaBH₄ / 1.) MeOH, -78 deg C, 4 min, -78 deg C to r.t., 1.5 h, 2.) r.t., 5 min

With sodium tetrahydroborate; n-butyllithium; dimethylsulfide; boron trifluoride diethyl etherate; Dess-Martin periodane; ozone; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00091a034