(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester
CAS No.:123488-84-6
Molecular Formula:C₉H₁₆O₆
Molecular Weight:220.222
Hs Code.:

Synonyms:(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

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Chemical Property of (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

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Technology Process of (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

There total 4 articles about (1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester 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: 91.0%

: 123488-83-5
(1S,3R,4R,5R)-3-Acetoxymethyl-1,4,5-trihydroxy-cyclohexanecarboxylic acid methyl ester

: 123488-84-6
(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: With potassium hydroxide; In methanol; for 2h; Ambient temperature;
DOI:10.1021/jo00286a040

Reference yield:

: 123488-82-4
(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-[(2,2,2-trifluoro-acetylamino)-methyl]-cyclohexanecarboxylic acid methyl ester

: 123488-84-6
(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / NaNO₂, acetic acid, acetic anhydride / 17 h / 10 °C

2: 91 percent / 1percent KOH / methanol / 2 h / Ambient temperature

With potassium hydroxide; acetic anhydride; acetic acid; sodium nitrite; In methanol;
DOI:10.1021/jo00286a040

Reference yield:

: 123488-81-3
(1S,3R,4R,5R)-3-Aminomethyl-1,4,5-trihydroxy-cyclohexanecarboxylic acid methyl ester

: 123488-84-6
(1S,3R,4R,5R)-1,3,4-Trihydroxy-5-hydroxymethyl-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine, (N,N-dimethylamino)pyridine / 6 h / 0 - 20 °C

2: 65 percent / NaNO₂, acetic acid, acetic anhydride / 17 h / 10 °C

3: 91 percent / 1percent KOH / methanol / 2 h / Ambient temperature

With pyridine; dmap; potassium hydroxide; acetic anhydride; acetic acid; sodium nitrite; In methanol;
DOI:10.1021/jo00286a040