(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

Base Information

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-hydroxymethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one
CAS No.:123506-07-0
Molecular Formula:C₄₀H₅₁BrO₁₀
Molecular Weight:771.743
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-hydroxymethyl-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-hydroxymethyl-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-hydroxymethyl-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-hydroxymethyl-5-methoxymethoxy-pentyl]-4-methyl-[1,3]dioxolan-2-one

There total 22 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-hydroxymethyl-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:

: 129163-51-5
(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)-4-methyl-2-oxo-[1,3]dioxolan-4-yl)-methyl]-5-methoxymethoxy-pentanal

: 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

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.166667h; Yield given;
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

: 123506-07-0
(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

Guidance literature:: Multi-step reaction with 8 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

With pyridine; sodium tetrahydroborate; 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

: 123506-07-0
(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

Guidance literature:: Multi-step reaction with 7 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

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

With pyridine; sodium tetrahydroborate; 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