(2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

Base Information

Chemical Name:(2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal
CAS No.:123506-06-9
Molecular Formula:C₄₇H₅₇BrO₁₀
Molecular Weight:861.868
Hs Code.:

(2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

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Chemical Property of (2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

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Technology Process of (2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

There total 11 articles about (2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal 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: 74.0%

: 129163-46-8,129214-42-2
(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(S)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanoic acid methoxy-methyl-amide

: 123506-06-9,123618-40-6
(2S,3S,4R)-3-Benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(S)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;
DOI:10.1016/S0040-4020(01)97592-1

Reference yield:

: 123505-99-7
(2S,3R,4S,4aS,5S,6S,8aS)-4,5-Bis-benzyloxy-2-isopropenyl-6-(4-methoxy-benzyloxy)-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran

: 123506-06-9,123618-40-6
(2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 9-BBN, 2.) Na₂O₂ / 1.) THF

2: PCC, Celite, Fluorisil, NaOAC / CH₂Cl₂

3: tetrahydrofuran / -90 °C

4: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF

5: 86 percent / NBS, NaHCO₃ / acetonitrile

6: 1.) Swern's oxid. / 2.) CH₂Cl₂

7: 1.) DDQ, MS 4A, 2.) LAH / 1.) CH₂Cl₂, 2.) ether

With N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; sodium peroxide; Florisil; Celite; Swern's oxid; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00284a030

Reference yield:

: 123506-00-3
2-[(2R,3R,4S,4aS,5S,6S,8aS)-4,5-Bis-benzyloxy-6-(4-methoxy-benzyloxy)-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran-2-yl]-propan-1-ol

: 123506-06-9,123618-40-6
(2S,3S,4R)-3-Benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-{(R)-benzyloxy-[(S)-2-(4-methoxy-phenyl)-4-methyl-[1,3]dioxolan-4-yl]-methyl}-5-methoxymethoxy-pentanal

Guidance literature:: Multi-step reaction with 6 steps

1: PCC, Celite, Fluorisil, NaOAC / CH₂Cl₂

2: tetrahydrofuran / -90 °C

3: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF

4: 86 percent / NBS, NaHCO₃ / acetonitrile

5: 1.) Swern's oxid. / 2.) CH₂Cl₂

6: 1.) DDQ, MS 4A, 2.) LAH / 1.) CH₂Cl₂, 2.) ether

With N-Bromosuccinimide; lithium aluminium tetrahydride; Florisil; Celite; Swern's oxid; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00284a030