(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

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Chemical Name:(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one
CAS No.:123506-08-1
Molecular Formula:C₄₀H₅₀BrIO₉
Molecular Weight:881.64
Hs Code.:

(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

Synonyms:(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

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Chemical Property of (S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

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Technology Process of (S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

There total 24 articles about (S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one 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: 80.0%

: 123506-07-0
(S)-4-[(1R,2S,3S,4R)-1,3-Bis-benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-hydroxymethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

: 123506-08-1
(S)-4-[(1R,2S,3S,4R)-1,3-Bis-benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene;
DOI:10.1021/jo00284a030

Reference yield: 80.0%

: 123506-07-0
(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-hydroxymethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

: 123506-08-1
(S)-4-[(1S,2S,3S,4R)-1,3-Bis-benzyloxy-4-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; for 0.5h; 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

: 123506-08-1
(S)-4-[(1R,2S,3S,4R)-1,3-Bis-benzyloxy-4-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-2-iodomethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

Guidance literature:: Multi-step reaction with 9 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

8: 1.) NaBH₄, 2.) pyridine / 1.) EtOH, 2.) CH₂Cl₂

9: 80 percent / I₂, Ph₃P, imidazole / benzene

With pyridine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; sodium peroxide; Florisil; Celite; Swern's oxid; iodine; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; triphenylphosphine; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00284a030