5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

Base Information

Chemical Name:5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose
CAS No.:329361-90-2
Molecular Formula:C₃₃H₃₅N₃O₇
Molecular Weight:585.657
Hs Code.:

Synonyms:5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

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Chemical Property of 5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

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Technology Process of 5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

There total 5 articles about 5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose 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:

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

: 329361-90-2
5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / NaHCO₃ / ethanol; H₂O / 3 h / 30 °C

2.1: 96 percent / LiOH*H₂O / methanol; H₂O / 0 - 25 °C

3.1: Et₃N; ethylchloroformate / tetrahydrofuran / 0.5 h / 0 °C

3.2: 65 percent / diethyl ether / 1.5 h / 0 - 25 °C

With lithium hydroxide; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1021/jo0010476

Reference yield:

: 100-46-9
benzylamine

: 329361-90-2
5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / tetrahydrofuran / 2 h / -40 °C

2.1: 97 percent / NaHCO₃ / ethanol; H₂O / 3 h / 30 °C

3.1: 96 percent / LiOH*H₂O / methanol; H₂O / 0 - 25 °C

4.1: Et₃N; ethylchloroformate / tetrahydrofuran / 0.5 h / 0 °C

4.2: 65 percent / diethyl ether / 1.5 h / 0 - 25 °C

With lithium hydroxide; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; water; 1.1: Michael addition;
DOI:10.1021/jo0010476

Reference yield:

: 329361-79-7
(1R,2R,3S,4R)-ethyl 3-O-benzyl-5,6-dideoxy-5-benzylamino-1,2-O-isopropylidene-β-L-ido-heptofurannuronate

: 329361-90-2
5,6,8-trideoxy-1,2-O-isopropylidene-3-O-benzyl-5-(N-benzyl-N-benzoxycarbonylamino)-8-diazo-β-L-ido-octo-1,4-furan-7-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / NaHCO₃ / ethanol; H₂O / 3 h / 30 °C

2.1: 96 percent / LiOH*H₂O / methanol; H₂O / 0 - 25 °C

3.1: Et₃N; ethylchloroformate / tetrahydrofuran / 0.5 h / 0 °C

3.2: 65 percent / diethyl ether / 1.5 h / 0 - 25 °C

With lithium hydroxide; chloroformic acid ethyl ester; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1021/jo0010476