methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

Base Information

Chemical Name:methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside
CAS No.:232603-25-7
Molecular Formula:C₅₆H₆₂O₁₀
Molecular Weight:895.102
Hs Code.:

Synonyms:methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

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Chemical Property of methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

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Technology Process of methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

There total 11 articles about methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside 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: 90.0%

: 232603-20-2
methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1,3-dideoxy-D-arabino-hept-2-enit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

: 232603-25-7
methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

Guidance literature:: methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1,3-dideoxy-D-arabino-hept-2-enit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside; With borane; In tetrahydrofuran; at 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; toluene; at 0 - 20 ℃; for 2h;
DOI:10.1021/jo030039x

Reference yield:

: 232603-12-2
3,4,6-tri-O-benzyl-1,2-dideoxy-D-arabino-hex-1-enyl (methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosid)uronate

: 232603-25-7
methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

2.1: 68 percent / (N,N'-Mes₂-imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / toluene / 3 h / 60 °C

3.1: BH₃ / tetrahydrofuran / 20 °C

3.2: 90 percent / 1 M NaOH; 30 percent H₂O₂ / toluene; tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; borane; titanium tetrachloride; zinc; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; lead(II) chloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo030039x

Reference yield:

: 232603-16-6
(2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-2-[3-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-but-3-enyl]-6-methoxy-tetrahydro-pyran

: 232603-25-7
methyl 6-C-(2,6-anhydro-4,5,7-tri-O-benzyl-1-deoxy-D-glycero-D-gulo-heptit-1-yl)-2,3,4-tri-O-benzyl-6-deoxy-α-D-gluco-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 68 percent / (N,N'-Mes₂-imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / toluene / 3 h / 60 °C

2.1: BH₃ / tetrahydrofuran / 20 °C

2.2: 90 percent / 1 M NaOH; 30 percent H₂O₂ / toluene; tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

With borane; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In tetrahydrofuran; toluene;
DOI:10.1021/jo030039x