2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

Base Information

Chemical Name:2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione
CAS No.:126900-86-5
Molecular Formula:C₂₇H₃₀ClNO₇Si
Molecular Weight:544.076
Hs Code.:

Synonyms:2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

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Chemical Property of 2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

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Technology Process of 2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

There total 10 articles about 2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione 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:

: 524-38-9
N-hydroxyphthalimide

: 126900-85-4,150650-41-2
3-Chloro-benzoic acid (3R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

: 126900-86-5
2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 0.5h; Yield given;

Reference yield:

: 126925-59-5
(2R)-trans-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3,6-dihydro-6-methyl-3-oxo-2H-pyran-2-yl 3-chlorobenzoate

: 126900-86-5
2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1: Zn(BH₄)2, NH₄Cl / diethyl ether / 0.33 h / 0 °C

2: PPh₃, diisopropyl azodicarboxylate (DIAD) / tetrahydrofuran / 0.5 h

With zinc(II) tetrahydroborate; di-isopropyl azodicarboxylate; ammonium chloride; triphenylphosphine; In tetrahydrofuran; diethyl ether;

Reference yield:

: 121702-70-3
tert-Butyl-dimethyl-((2R,4aR,8S,8aR)-2-phenyl-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-silane

: 126900-86-5
2-<<2-O-(3-chlorobenzoyl)-4,6-dideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-β-D-erythro-hex-3-enopyranosyl>oxy>-1H-isoindole-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) MCPBA, 2.) Ca(OH)2 / 1.) CH₂Cl₂, 0 deg C, 45 min, 2.) CH₂Cl₂, 0 deg C, 20 min

2: NBS, BaCO₃, AIBN / CCl₄ / 0.75 h / Heating

3: n-Bu₃SnH, AIBN / benzene / 1 h / Heating

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) CH₂Cl₂, from -78 to 25 deg C, 1 h

5: Zn(BH₄)2, NH₄Cl / diethyl ether / 0.33 h / 0 °C

6: PPh₃, diisopropyl azodicarboxylate (DIAD) / tetrahydrofuran / 0.5 h

With calcium hydroxide; N-Bromosuccinimide; zinc(II) tetrahydroborate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; tri-n-butyl-tin hydride; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; barium carbonate; In tetrahydrofuran; tetrachloromethane; diethyl ether; benzene;