methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside
• CAS No.: 153527-38-9
• Molecular Formula: C₂₀H₂₅NO₈S
• Molecular Weight: 439.486

Synonyms:methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside

Chemical Property of methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside

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Technology Process of methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside

There total 1 articles about methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside 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: 90.0%

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-5-benzoylamino-6-methoxy-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester (39727-13-4) + sodium thioacetate (34832-35-4) → methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside (153527-38-9)

Guidance literature:

In butanone; for 4h; Heating;

DOI:10.1016/0008-6215(93)84112-J

Reference yield: 85.0%

tetrabutylammonium acetate (10534-59-5) + methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside (153527-38-9) → tetrabutylammonium methyl 3,4-di-O-acetyl-2-benzamido-2,6-dideoxy-α-D-glucopyranoside-6-sulfonate

Guidance literature:

With dihydrogen peroxide; In acetic acid; at 40 ℃; for 12h;

DOI:10.1016/S0040-4020(02)00874-8

Reference yield: 84.0%

methyl 3,4-di-O-acetyl-6-S-acetyl-2-benzamido-2-deoxy-6-thio-α-D-glucopyranoside (153527-38-9) → 6,6'-dithiobis(methyl-2-benzamido-2,6-dideoxy-α-D-glucopyranoside) (153527-39-0)

Guidance literature:

With sodium methylate; Ambient temperature;

DOI:10.1016/0008-6215(93)84112-J

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-5-benzoylamino-6-methoxy-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-4-yl ester

sodium thioacetate

Downstream raw materials:

6,6'-dithiobis(methyl-2-benzamido-2,6-dideoxy-α-D-glucopyranoside)

methyl 3,4-di-O-acetyl-2-benzamido-2,6-dideoxy-α-D-glucopyranoside-6-N-butylsulfonamide

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