2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

Base Information

Chemical Name:2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester
CAS No.:493018-22-7
Molecular Formula:C₂₅H₃₄N₂O₁₀
Molecular Weight:522.552
Hs Code.:

Synonyms:2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

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Chemical Property of 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

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Technology Process of 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

There total 4 articles about 2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl 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:

: 493018-08-9
2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-benzylamino-β-D-gulo-3-octulofuranosonic acid methyl ester

: 493018-22-7
2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 760.05 Torr

2: 806 mg / PyBOP; Et₃N / dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.01.030

Reference yield:

: [(3aR,6S,6aR)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-(4E)-ylidene]-acetic acid methyl ester

: 493018-22-7
2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 20 °C

2: H₂ / Pd/C / ethyl acetate / 760.05 Torr

3: 806 mg / PyBOP; Et₃N / dimethylformamide / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.01.030

Reference yield:

: 176858-65-4
[(3aR,6S,6aR)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-(4E)-ylidene]-acetic acid methyl ester

: 493018-22-7
2,3-dideoxy-4,5:7,8-bis-O-isopropylidene-3-[[[[(phenylmethoxy)carbonyl]amino]acetyl]amino]-β-D-gulo-3-octulofuranosonic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 48 h / 20 °C

2: H₂ / 10 percent Pd/C / ethyl acetate / 760 Torr

3: PyBOP; Et₃N / dimethylformamide / 14 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; palladium on activated charcoal; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(02)00473-1