(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

Base Information

Chemical Name:(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol
CAS No.:174149-58-7
Molecular Formula:C₁₈H₃₀O₄Si
Molecular Weight:338.519
Hs Code.:

Synonyms:(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

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Chemical Property of (1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

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Technology Process of (1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

There total 3 articles about (1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol 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:

: 56745-67-6,61305-35-9,61740-33-8,61305-36-0
(4S)-4-tert-butyldimethylsilyloxycyclopent-2-en-1-one

: 174149-58-7
(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / DIBALH / benzene; toluene / 2 h / 0 °C

2: 1.) NaH / 1.) THF, room temperature, 30 min, 2.) room temperature, 1 h

3: 1.) AgOAc, I₂, aq. AcOH, 2.) MeONa / 1.) room temperature, 1.5 h; 50 deg C, 4 h, 2.) MeOH, room temperature, 30 min

With iodine; sodium methylate; silver(I) acetate; sodium hydride; diisobutylaluminium hydride; acetic acid; In toluene; benzene;
DOI:10.1021/jo951126v

Reference yield:

: 174149-57-6
(1R,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopent-2-ene-1,4-diol

: 174149-58-7
(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

Guidance literature:: With iodine; sodium methylate; silver(I) acetate; acetic acid; Yield given. Multistep reaction; 1.) room temperature, 1.5 h; 50 deg C, 4 h, 2.) MeOH, room temperature, 30 min;
DOI:10.1021/jo951126v

Reference yield:

: 120520-91-4
(1R,4S)-4-(tert-butyldimethylsilyloxy)cyclopent-2-enol

: 174149-58-7
(1R,2R,3S,4S)-1-O-benzyl-4-O-(tert-butyldimethylsilyl)cyclopentane-1,2,3,4-tetrol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, room temperature, 30 min, 2.) room temperature, 1 h

2: 1.) AgOAc, I₂, aq. AcOH, 2.) MeONa / 1.) room temperature, 1.5 h; 50 deg C, 4 h, 2.) MeOH, room temperature, 30 min

With iodine; sodium methylate; silver(I) acetate; sodium hydride; acetic acid;
DOI:10.1021/jo951126v