methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside
CAS No.:652991-34-9
Molecular Formula:C₅₁H₆₂O₁₀Si
Molecular Weight:863.133
Hs Code.:

methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

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Chemical Property of methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

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Technology Process of methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

There total 11 articles about methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside 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:

: 652991-32-7
methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-4,5-O-isopropylidene-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

: 652991-34-9
methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

Guidance literature:: With hydrogenchloride; In methanol; diethyl ether; at 20 ℃; for 4h;
DOI:10.1081/CAR-120026467

Reference yield:

: 652991-31-6
methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-4,5-O-isopropylidene-1,3-dideoxy-D-ribo-hept-2-enitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

: 652991-34-9
methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

: methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-allo-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

Guidance literature:: methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-4,5-O-isopropylidene-1,3-dideoxy-D-ribo-hept-2-enitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside; With dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In water; at 0 ℃; for 0.5h;

With hydrogenchloride; In methanol; diethyl ether; for 1.5h;
DOI:10.1081/CAR-120026467

Reference yield:

: 96690-02-7
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

: 652991-34-9
methyl 4-C-(2,6-anhydro-7-O-tert-butyl(diphenyl)silyl-1-deoxy-D-glycero-D-manno-heptitol-1-C-yl)-2,3,6-tri-O-benzyl-4-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 77 percent / I₂ / cyclohexane / 4 h / 20 °C

2.1: BF₃*Et₂O / CH₂Cl₂ / -78 - -40 °C

3.1: NaOMe / methanol / 0.5 h / 20 °C

4.1: 85 percent / DCC; DMAP / benzene / 0 - 20 °C

5.1: 60 percent / pyridine / tetrahydrofuran; toluene / -78 - 20 °C

6.1: 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

6.2: 70 percent / methyl triflate / CH₂Cl₂ / 0 - 20 °C

7.1: BH₃*SMe₂ / CH₂Cl₂; tetrahydrofuran / 0 - 20 °C

7.2: NaOH; H₂O₂ / H₂O / 0.5 h / 0 °C

8.1: HCl / methanol; diethyl ether / 4 h / 20 °C

With pyridine; hydrogenchloride; dmap; 2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; iodine; sodium methylate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; toluene; benzene;
DOI:10.1081/CAR-120026467