Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

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Chemical Name:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester
CAS No.:210765-73-4
Molecular Formula:C₃₂H₄₁NO₁₁
Molecular Weight:615.678
Hs Code.:

Synonyms:Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

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Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

There total 2 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl 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: 86.0%

: 165450-03-3
(3S)-3,4-bis-benzyloxy-butan-1-ol

: 3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3
2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

: 210765-73-4
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; Heating;
DOI:10.1071/C97175

Reference yield:

: 100-39-0
benzyl bromide

: 210765-73-4
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1) dibutyltin oxide, 2) Bu₄NBr / 1) toluene, azeotropically distillation, 2) toluene, reflux, 72 h

2: 86 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / Heating

With trimethylsilyl trifluoromethanesulfonate; tetrabutylammomium bromide; di(n-butyl)tin oxide; In 1,2-dichloro-ethane;
DOI:10.1071/C97175

Reference yield:

: 210765-73-4
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((S)-3,4-bis-benzyloxy-butoxy)-tetrahydro-pyran-4-yl ester

: (3'S)-4'-benzoyloxy-3'-hydroxybutyl 3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucoside

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / hydrogen / 10percent Pd/C / acetic acid; methanol

2: 62 percent

With hydrogen; palladium on activated charcoal; In methanol; acetic acid;
DOI:10.1071/C97175