(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

Base Information

Chemical Name:(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide
CAS No.:184296-68-2
Molecular Formula:C₃₉H₄₈N₄O₈S
Molecular Weight:732.898
Hs Code.:

(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

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Chemical Property of (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

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Technology Process of (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

There total 8 articles about (2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide 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:

: 3601-89-6,4330-21-6,52304-86-6,3056-12-0,141846-57-3
Hoffer's chlorosugar

: 184296-68-2
(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / SnCl₄ / CH₂Cl₂ / -78 deg C, 25 min; rt, 20 min

2: NaOMe / methanol / ice bath, 1.25 h; rt, 3.75 h

3: 29 g / DMAP / pyridine / 2.75 h / Ambient temperature

4: NaOH / ethanol / rt, 1.5 h; 60 deg C, 1 h

5: 23 g / dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

6: acetonitrile / 0 deg C, 15 min; reflux, 16 h

7: 16 g / diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

With dmap; sodium hydroxide; sodium methylate; tin(IV) chloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328319608002458

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 184296-68-2
(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 29 g / DMAP / pyridine / 2.75 h / Ambient temperature

2: NaOH / ethanol / rt, 1.5 h; 60 deg C, 1 h

3: 23 g / dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

4: acetonitrile / 0 deg C, 15 min; reflux, 16 h

5: 16 g / diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

With dmap; sodium hydroxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In pyridine; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328319608002458

Reference yield:

: 50908-41-3
2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile

: 184296-68-2
(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-carboxylic acid {2-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-amide

Guidance literature:: Multi-step reaction with 6 steps

1: NaOMe / methanol / ice bath, 1.25 h; rt, 3.75 h

2: 29 g / DMAP / pyridine / 2.75 h / Ambient temperature

3: NaOH / ethanol / rt, 1.5 h; 60 deg C, 1 h

4: 23 g / dicyclohexylcarbodiimide / dimethylformamide / 16 h / Ambient temperature

5: acetonitrile / 0 deg C, 15 min; reflux, 16 h

6: 16 g / diisopropylethylamine / dimethylformamide / 1 h / Ambient temperature

With dmap; sodium hydroxide; sodium methylate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328319608002458