(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

Base Information

Chemical Name:(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol
CAS No.:162119-25-7
Molecular Formula:C₃₅H₃₈O₅
Molecular Weight:538.684
Hs Code.:

Synonyms:(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

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Technology Process of (1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

There total 7 articles about (1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol 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: 93.0%

: 798552-73-5
tert-Butyl-dimethyl-((1S,2R,3S,4R,5R)-2,3,4-tris-benzyloxy-5-benzyloxymethyl-cyclohexyloxy)-silane

: 162119-25-7
(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ja045522j

Reference yield: 72.8%

: 1151903-42-2
C₄₂H₄₂O₆

: 162119-25-7
(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

Guidance literature:: With methanol; sodium methylate; at 20 ℃; for 4h;
DOI:10.1039/b821058f

Reference yield:

: 85716-45-6
1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

: 162119-25-7
(1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-[(benzyloxy)methyl]cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / imidazole / dimethylformamide / 50 °C

2.1: 93 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

3.1: BH₃*THF / tetrahydrofuran / 2 h / 20 °C

3.2: 87 percent / aq. H₂O₂; NaOH / tetrahydrofuran / 0.5 h

4.1: NaH / dimethylformamide / 20 °C

4.2: 90 percent / dimethylformamide / 4 h / 20 °C

5.1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C

With pyridine; 1H-imidazole; borane-THF; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja045522j