(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

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Chemical Name:(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol
CAS No.:123506-03-6
Molecular Formula:C₄₇H₅₉BrO₁₀
Molecular Weight:863.883
Hs Code.:

(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

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Chemical Property of (3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

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Technology Process of (3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

There total 5 articles about (3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol 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: 86.0%

: 123506-02-5
(2R,3R,4S,4aS,5S,6S,8aS)-4,5-Bis-benzyloxy-2-((1R,2S)-2-benzyloxy-1,3-dimethyl-but-3-enyl)-6-(4-methoxy-benzyloxy)-3-methoxymethoxymethyl-6-methyl-hexahydro-pyrano[2,3-b]pyran

: 123506-03-6,123669-97-6
(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

Guidance literature:: With N-Bromosuccinimide; sodium hydrogencarbonate; In acetonitrile;
DOI:10.1021/jo00284a030

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

: 123506-03-6,123669-97-6
(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 5 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

With N-Bromosuccinimide; 9-borabicyclo[3.3.1]nonane dimer; sodium peroxide; Florisil; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; 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

: 123506-03-6,123669-97-6
(3S,4S,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((3S,4R,5R)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 4 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

With N-Bromosuccinimide; Florisil; Celite; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00284a030