3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid

Base Information

• Chemical Name: 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid
• CAS No.: 329361-75-3
• Molecular Formula: C₃₂H₃₅NO₈
• Molecular Weight: 561.632

Synonyms:3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid

Chemical Property of 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid

There total 3 articles about 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid 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: 96.0%

ethyl 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronate (329361-74-2) → 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid (329361-75-3)

Guidance literature:

With lithium hydroxide; In methanol; water; at 0 - 25 ℃;

DOI:10.1021/jo0010476

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid (329361-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaHCO₃ / ethanol; H₂O / 3 h / 30 °C

2: 96 percent / LiOH*H₂O / methanol; H₂O / 0 - 25 °C

With lithium hydroxide; sodium hydrogencarbonate; In methanol; ethanol; water;

DOI:10.1021/jo0010476

Reference yield:

(1R,2R,3S,4R)-ethyl 3-O-benzyl-5,6-dideoxy-5-benzylamino-1,2-O-isopropylidene-α-D-glucoheptofurannuronate (329361-73-1) → 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronic acid (329361-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaHCO₃ / ethanol; H₂O / 3 h / 30 °C

2: 96 percent / LiOH*H₂O / methanol; H₂O / 0 - 25 °C

With lithium hydroxide; sodium hydrogencarbonate; In methanol; ethanol; water;

DOI:10.1021/jo0010476

upstream raw materials:

ethyl 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-heptofuranuronate

benzyl chloroformate

(1R,2R,3S,4R)-ethyl 3-O-benzyl-5,6-dideoxy-5-benzylamino-1,2-O-isopropylidene-α-D-glucoheptofurannuronate

Downstream raw materials:

5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-α-D-gluco-octo-1,4-furan-7-ulose

methyl 3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-gluco-octo-1,4-furanuronate

1-deoxy-castanospermine

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