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

Base Information

Chemical Name: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
CAS No.:652991-31-6
Molecular Formula:C₅₄H₆₄O₉Si
Molecular Weight:885.182
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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: 70.0%

: 652991-30-5
[(R)-2-[1-((2S,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-vinyloxy]-2-((R)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 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

Guidance literature:: [(R)-2-[1-((2S,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-ylmethyl)-vinyloxy]-2-((R)-2,2-dimethyl-5-phenylsulfanyl-[1,3]dioxolan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane; With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.25h;

With methyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1081/CAR-120026467

Reference yield:

: 224324-88-3
methyl (4S)-2,3,6-tri-O-benzyl-4-deoxy-4-(2-ethanoic acid)-α-D-glucopyranoside

: 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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / DCC; DMAP / benzene / 0 - 20 °C

2.1: 60 percent / pyridine / tetrahydrofuran; toluene / -78 - 20 °C

3.1: 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

3.2: 70 percent / methyl triflate / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1081/CAR-120026467

Reference yield:

: 1-O-acetyl-4-O-tert-butyl(diphenyl)silyl-3-O-formyl-1,2-O-isopropylidene-D-erythro-hemiacetal

: 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

Guidance literature:: Multi-step reaction with 5 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / -78 - -40 °C

2.1: NaOMe / methanol / 0.5 h / 20 °C

3.1: 85 percent / DCC; DMAP / benzene / 0 - 20 °C

4.1: 60 percent / pyridine / tetrahydrofuran; toluene / -78 - 20 °C

5.1: 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

5.2: 70 percent / methyl triflate / CH₂Cl₂ / 0 - 20 °C

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