<(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate

Base Information

• Chemical Name: <(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate
• CAS No.: 101924-30-5
• Molecular Formula: C₃₂H₄₂BrNO₁₆S
• Molecular Weight: 808.653
• Mol file: 101924-30-5.mol

Synonyms:

Chemical Property of <(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate

There total 2 articles about <(1S)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate 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: 31.0%

(1RS)-3,4-di-O-acetyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol (80065-34-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → <(1R)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate (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 (101924-30-5,102044-33-7)

Guidance literature:

With calcium sulfate; mercury(II) cyanide; In benzene; for 48h; Heating;

DOI:10.1016/0008-6215(86)85035-2

Reference yield: 31.0%

(1RS)-3,4-di-O-acetyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol (80065-34-5) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → <(1R)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate (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 (101924-30-5,102044-33-7)

Guidance literature:

With calcium sulfate; mercury(II) cyanide; In benzene; for 48h; Heating;

DOI:10.1016/0008-6215(86)85035-2

Reference yield: 100.0%

sodium acetate (127-09-3) + <(1R)-(1,2,4/3,5)-5-Bromomethyl-3,4-dihydroxy-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate (101924-30-5,102044-33-7) → <(1R)-(1,2,4/3,5)-3,4-Dihydroxy-5-hydroxymethyl-2-(p-toluenesulfonamido)-1-cyclohexyl> β-glucopyranoside heptaacetate (101924-31-6,102044-34-8,116183-92-7,116183-93-8,131063-68-8,131063-70-2)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 40h;

DOI:10.1016/0008-6215(86)85035-2

upstream raw materials:

(1RS)-3,4-di-O-acetyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

<(1R)-(1,2,4/3,5)-3,4-Dihydroxy-5-hydroxymethyl-2-(p-toluenesulfonamido)-1-cyclohexyl> β-glucopyranoside heptaacetate

<(1R)-(1,2,4/3,5)-3,4-Dihydroxy-5-methyl-2-(p-toluenesulfonamido)-1-cyclohexyl> β-<*>-glucopyranoside hexaacetate

<(1R)-(1,2,4/3,5)-2-Acetamido-3,4-dihydroxy-5-hydroxymethyl-1-cyclohexyl> β-<*>-glucopyranoside heptaacetate

<(1R)-(1,2,4/3,5)-2-Acetamido-3,4-dihydroxy-5-hydroxymethyl-1-cyclohexyl> β-<*>-glucopyranoside