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

Base Information

Chemical Name: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
CAS No.:122844-34-2
Molecular Formula:C₅₂H₆₄O₇Si₂
Molecular Weight:857.247
Hs Code.:

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

Synonyms: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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 122844-51-3
5,9-Anhydro-7-O-benzyl-3,10-bis-1,2,4,8-tetradeoxy-6-C-methyl-D-glycero-L-allo-dec-1-enitol

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: benzene / 6 h / 25 °C

With dimethylsulfide; ozone; triphenylphosphine; In benzene;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-85-6,122920-04-1
2,6-Anhydro-4-O-benzyl-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-teradeoxy-5-C-methyl-D-altro-non-8-enitol

: 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

Guidance literature:: Multi-step reaction with 5 steps

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

2: tetrahydrofuran / 0.5 h / 0 °C

3: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

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

5: benzene / 6 h / 25 °C

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