Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

Base Information

Chemical Name:Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate
CAS No.:122821-91-4
Molecular Formula:C₅₂H₆₄O₇Si₂
Molecular Weight:857.247
Hs Code.:

Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis<O-(tert-butyldiphenylsilyl)>-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

Synonyms:Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

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Chemical Property of Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

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Technology Process of Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

There total 13 articles about Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate 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: 92.0%

: 122844-34-2
Methyl (E)-6,10-anhydro-8-O-benzyl-4,11-bis-2,3,5,9-tetradeoxy-7-C-methyl-D-glycero-L-allo-undec-2-enonate

: 122821-91-4
Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 25 ℃; for 5h;
DOI:10.1021/ja00199a031

Reference yield: 89.0%

: 122821-97-0
Methyl 3,7:6,10-anhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-4-undeculosonate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 122821-91-4
Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-89-0
[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

: 122821-91-4
Methyl 3,7:6,10-dianhydro-8-O-benzyl-4,11-bis-2,5,9-trideoxy-7-C-methyl-D-threo-L-allo-undeconate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) 3 h

4: benzene / 6 h / 25 °C

5: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C

With 1H-imidazole; dimethylsulfide; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031