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

Base Information

Chemical Name:Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate
CAS No.:122821-95-8
Molecular Formula:C₃₉H₅₄O₇Si₂
Molecular Weight:691.025
Hs Code.:

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

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Chemical Property of Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate

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Technology Process of Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate

There total 6 articles about Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-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: 72.0%

: 122821-94-7
Methyl (E)-6,10-anhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,3,5,9-tetradeoxy-7-C-methyl-4-O-(trimethylsilyl)-D-glycero-L-altro-undec-2-enonate

: 122821-95-8
Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 25 ℃; for 5h;
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

: 122821-95-8
Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: 85 percent / CH₂Cl₂ / 0.17 h / 0 °C

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

4: benzene / 6 h / 25 °C

5: 72 percent / sodium hydride / tetrahydrofuran / 5 h / 25 °C

With dimethylsulfide; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-92-5
5,9-Anhydro-7-O-benzyl-10-O-(tert-butyldiphenylsilyl)-1,2,4,8-tetradeoxy-6-C-methyl-3-O-(trimethylsilyl)-D-glycero-L-altro-dec-1-enitol

: 122821-95-8
Methyl 3,7:6,10-dianhydro-8-O-benzyl-11-O-(tert-butyldiphenylsilyl)-2,5,9-trideoxy-7-C-methyl-4-O-(trimethylsilyl)-D-threo-L-gluco-undeconate

Guidance literature:: Multi-step reaction with 3 steps

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

2: benzene / 6 h / 25 °C

3: 72 percent / sodium hydride / tetrahydrofuran / 5 h / 25 °C

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