(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

Base Information

Chemical Name:(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid
CAS No.:869475-40-1
Molecular Formula:C₄₂H₄₄O₈
Molecular Weight:676.807
Hs Code.:

Synonyms:(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

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Chemical Property of (2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

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Technology Process of (2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

There total 4 articles about (2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid 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: 72.0%

: 869475-44-5
(2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexan-1-ol

: 869475-40-1
(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1016/j.tetlet.2005.09.135

Reference yield:

: 869475-43-4
tert-Butyl-dimethyl-[(2S,3R,4R,5R)-2,3,4,6-tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexyloxy]-silane

: 869475-40-1
(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / TBAF / tetrahydrofuran

2: 72 percent / TEMPO; NaOCl; KBr / Bu₄NCl; NaHCO₃ / tetrahydrofuran; H₂O

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl ammonium fluoride; potassium bromide; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; water;
DOI:10.1016/j.tetlet.2005.09.135

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 869475-40-1
(2R,3S,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / NaH / tetrahydrofuran; dimethylformamide

2: 93 percent / TBAF / tetrahydrofuran

3: 72 percent / TEMPO; NaOCl; KBr / Bu₄NCl; NaHCO₃ / tetrahydrofuran; H₂O

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetrabutyl ammonium fluoride; sodium hydride; potassium bromide; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.09.135