(1S)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate

Base Information

Chemical Name:(1S)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate
CAS No.:80065-53-8
Molecular Formula:C₁₅H₂₂BrNO₇
Molecular Weight:408.246
Hs Code.:

Synonyms:

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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)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate

Chemical Property:

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Technology Process of (1S)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate

There total 9 articles about (1S)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate 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: 96.0%

: 101924-30-5,102044-33-7
<(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate

: 80065-53-8,101978-72-7,141041-59-0,141041-62-5
(1S)-(+)-(1,2,4/3,5)-2-acetamido-5-bromomethyl-1,3,4-cyclohexanetriol triacetate

Guidance literature:: With hydrogen bromide; In acetic acid; at 80 ℃; for 20h;
DOI:10.1016/0008-6215(86)85035-2

Reference yield:

: 74766-78-2,96291-86-0,115225-42-8
3,4-di-O-acetyl-1,5-anhydro-6-bromo-2,6-dideoxy-5a-carba-DL-arabino-hex-1-enitol

: 80065-53-8
DL-(1,2,4/3,5)-2-Acetamido-1,3,4-tri-O-acetyl-5-bromomethyl-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / osmium tetroxide, triethylbenzylammonium chloride / CHCl₃; H₂O; 2-methyl-propan-2-ol / 40 h / 60 °C

2: hydrogen bromide / acetic acid / 20 h / 80 °C

3: pyridine

With pyridine; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; In chloroform; water; acetic acid; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739

Reference yield:

: 69982-70-3,87100-11-6,96291-85-9,115225-41-7
3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-5a-carba-β-DL-glucopyranosyl bromide

: 80065-53-8
DL-(1,2,4/3,5)-2-Acetamido-1,3,4-tri-O-acetyl-5-bromomethyl-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / zinc dust, acetic acid / 0.17 h / 70 °C

2: 31 percent / osmium tetroxide, triethylbenzylammonium chloride / CHCl₃; H₂O; 2-methyl-propan-2-ol / 40 h / 60 °C

3: hydrogen bromide / acetic acid / 20 h / 80 °C

4: pyridine

With pyridine; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; acetic acid; zinc; In chloroform; water; acetic acid; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739