Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

Base Information

Chemical Name:Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester
CAS No.:210766-00-0
Molecular Formula:C₂₅H₃₃NO₁₄S
Molecular Weight:603.601
Hs Code.:

Synonyms:Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

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Chemical Property of Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

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Technology Process of Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

There total 5 articles about Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl 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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 210765-95-0
(2'S)-3'-benzoyloxy-2'-hydroxypropyl 3,4,6-tri-O-acetyl-2-acetylamino-2-deoxy-β-D-glucoside

: 210766-00-0
Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

Guidance literature:: With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1071/C97175

Reference yield:

: 210765-72-3
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-((R)-2,3-bis-benzyloxy-propoxy)-tetrahydro-pyran-4-yl ester

: 210766-00-0
Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / hydrogen / 10percent Pd/C / acetic acid; methanol

2: 1) Bu₂SnO, 2) Et₃N / 1) MeOH, reflux, 1 h, 2) MeOH, 2 min

3: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogen; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1071/C97175

Reference yield:

: 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

: 210766-00-0
Benzoic acid (S)-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-2-methanesulfonyloxy-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / trimethylsilyl triflate / 1,2-dichloro-ethane / Heating

2: 93 percent / hydrogen / 10percent Pd/C / acetic acid; methanol

3: 1) Bu₂SnO, 2) Et₃N / 1) MeOH, reflux, 1 h, 2) MeOH, 2 min

4: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; hydrogen; di(n-butyl)tin oxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; 1,2-dichloro-ethane;
DOI:10.1071/C97175