(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

Base Information

Chemical Name:(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide
CAS No.:1435781-06-8
Molecular Formula:C₄₄H₄₆N₂O₁₂S
Molecular Weight:826.921
Hs Code.:

Synonyms:(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

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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 (R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

Chemical Property:

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Technology Process of (R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

There total 7 articles about (R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide 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:

: (S)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

: 593-51-1
methylamine hydrochloride

: 1435781-06-8
(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.carres.2013.02.013

Reference yield:

: 1435780-53-2
allyl 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside

: 1435781-06-8
(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetraacetyl thioglucose / toluene / 33 h / 80 °C

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: pyridine / 12 h / 20 °C

4: hydrogen; / methanol / 36 h / 20 °C / 760.05 Torr

5: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / acetonitrile / 24 h / 20 °C / Inert atmosphere

With pyridine; tetraacetyl thioglucose; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.carres.2013.02.013

Reference yield:

: 1435780-98-5
(R)-2-(tert-butoxycarbonylamino)-3-(4-(α-D-tetra-O-benzoylglucosyloxy)-(E)-but-2-enylthio)propanoate benzyl ester

: 1435781-06-8
(R)-2-acetamido-N-methyl-3-(4-(α-D-tetra-O-benzoylglucosyloxy)butylthio)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2: pyridine / 12 h / 20 °C

3: hydrogen; / methanol / 36 h / 20 °C / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / acetonitrile / 24 h / 20 °C / Inert atmosphere

With pyridine; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2013.02.013