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

Base Information

Chemical Name:(3S,4R,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-one
CAS No.:123506-04-7
Molecular Formula:C₄₇H₅₇BrO₁₀
Molecular Weight:861.868
Hs Code.:

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

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

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

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

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

: 123506-04-7
(3S,4R,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-one

Guidance literature:: With N-Bromosuccinimide; In acetonitrile;
DOI:10.1016/S0040-4020(01)97592-1

Reference yield:

: 123506-04-7
(3S,4R,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-one

: 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:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / Ambient temperature

2: 82 percent / molecular sieves, 2,3-dichloro-5,6-dicyano-1,2-benzoquinone / CH₂Cl₂ / 0.25 h / Ambient temperature

3: 74 percent / lithium aluminum hydride / diethyl ether / Ambient temperature

With lithium aluminium tetrahydride; molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(01)97592-1

Reference yield:

: 123506-04-7
(3S,4R,5S)-4-Benzyloxy-3-[(1S,2R)-1-benzyloxy-2-((2R,3S,4R,5S)-4-benzyloxy-5-bromomethyl-3,5-dimethyl-tetrahydro-furan-2-yl)-3-methoxymethoxy-propyl]-5-(4-methoxy-benzyloxy)-5-methyl-tetrahydro-pyran-2-one

: 123506-10-5
(3R,4S,5R,6S,7R,8S,9S)-3,7,9-Tris-benzyloxy-6-methoxymethoxymethyl-2,4,8-trimethyl-9-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-non-1-en-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂ / Ambient temperature

2: 82 percent / molecular sieves, 2,3-dichloro-5,6-dicyano-1,2-benzoquinone / CH₂Cl₂ / 0.25 h / Ambient temperature

3: 74 percent / lithium aluminum hydride / diethyl ether / Ambient temperature

4: 1.) sodium borohydride, 2.) pyridine / 1.) ethanol, 0 deg C, 15 min, 2.) dichloromethane, toluene, a) 0 deg C --> room temperature, b) 10 min, rt

5: 80 percent / triphenylphosphine, iodine, imidazole / benzene / 0.5 h / Ambient temperature

6: 92 percent / amalgamated zinc, ammoniumchloride / ethanol / 20 h / Heating

7: 1.) methyllithium, 2.) dicamphorsulfonic acid / 1.) ether, -78 deg C --> -20 deg C, 2.) dichloromethane, room temperature, 20 min

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; molecular sieve; amalgamated zinc; dicamphorsulfonic acid; ammonium chloride; methyllithium; iodine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; ethanol; dichloromethane; benzene;
DOI:10.1016/S0040-4020(01)97592-1