3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside
CAS No.:1624284-88-3
Molecular Formula:C₂₈H₄₀N₂O₁₁S
Molecular Weight:612.698
Hs Code.:

Synonyms:3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of 3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

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Technology Process of 3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

There total 4 articles about 3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-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: 87.0%

: 1202497-71-9
benzyl N‐(3‐sulfanylpropyl)carbamate

: 63064-48-2
(2R,3S,4R,5R,6S)-5-acetamido-2-(acetoxymethyl)-6-(allyloxy)tetrahydro-2H-pyran-3,4-diyl diacetate

: 1624284-88-3
3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With triethyl borane; benzene-1,2-diol; In hexane; dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;
DOI:10.1002/anie.201309984

Reference yield:

: 53602-19-0
1-[(benzyloxycarbonyl)amino]-3-chloropropane

: 1624284-88-3
3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium iodide / acetone / Inert atmosphere; Reflux

2: acetonitrile / 3 h / 20 °C / Inert atmosphere

3: sodium hydroxide / water; ethanol / 6 h / 20 °C / Inert atmosphere

4: benzene-1,2-diol; triethyl borane / hexane; dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With triethyl borane; benzene-1,2-diol; sodium iodide; sodium hydroxide; In ethanol; hexane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/anie.201309984

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1624284-88-3
3-[(3-benzyloxycarbonylamino)propylthio]propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / water / 12 h / 0 °C / Inert atmosphere

2: sodium iodide / acetone / Inert atmosphere; Reflux

3: acetonitrile / 3 h / 20 °C / Inert atmosphere

4: sodium hydroxide / water; ethanol / 6 h / 20 °C / Inert atmosphere

5: benzene-1,2-diol; triethyl borane / hexane; dichloromethane / 1.5 h / 20 °C / Inert atmosphere

With triethyl borane; benzene-1,2-diol; sodium iodide; sodium hydroxide; In ethanol; hexane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/anie.201309984