Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester
CAS No.:200335-34-8
Molecular Formula:C₁₆H₂₄N₂O₅
Molecular Weight:324.377
Hs Code.:

Synonyms:Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

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Chemical Property of Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

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Technology Process of Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

There total 6 articles about Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-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: 80.0%

: 200335-33-7
Phenyl-carbamic acid (2S,3R,4S,5R)-4-benzyloxy-5-[(benzyloxycarbonyl-isopropyl-amino)-methyl]-2-methoxy-tetrahydro-furan-3-yl ester

: 200335-34-8
Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; water; acetic acid; for 36h; under 3102.9 Torr;
DOI:10.1016/S0040-4020(97)10173-9

Reference yield:

: 187342-10-5
5-deoxy-5-isopropylamino-1,2-O-isopropylidene-α-D-xylofuranose

: 200335-34-8
Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / NaH, NaI / tetrahydrofuran / 1.) 0 deg C, 6 h, 2.) room temperature, overnight

2: 85 percent / KHCO₃ / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

3: 53 percent / I₂ / methanol / 4 h / Heating

4: 1.) Py, 0 deg C, 1 h, 2.) 0 deg C, 1 h; room temperature, 12 h

5: 80 percent / H₂ / Pd/C / ethanol; acetic acid; H₂O / 36 h / 3102.9 Torr

With hydrogen; iodine; sodium hydride; potassium hydrogencarbonate; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetic acid;
DOI:10.1016/S0040-4020(97)10173-9

Reference yield:

: 200335-29-1
3-O-benzyl-5-deoxy-5-isopropylamino-1,2-O-isopropylidenexylofuranose

: 200335-34-8
Phenyl-carbamic acid (2S,3R,4S,5R)-4-hydroxy-5-(isopropylamino-methyl)-2-methoxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / KHCO₃ / tetrahydrofuran; H₂O / 1.5 h / Ambient temperature

2: 53 percent / I₂ / methanol / 4 h / Heating

3: 1.) Py, 0 deg C, 1 h, 2.) 0 deg C, 1 h; room temperature, 12 h

4: 80 percent / H₂ / Pd/C / ethanol; acetic acid; H₂O / 36 h / 3102.9 Torr

With hydrogen; iodine; potassium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetic acid;
DOI:10.1016/S0040-4020(97)10173-9