(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

Base Information

Chemical Name:(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester
CAS No.:129413-26-9
Molecular Formula:C₄₃H₆₁O₉P
Molecular Weight:752.926
Hs Code.:

(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

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Chemical Property of (2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

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Technology Process of (2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

There total 18 articles about (2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester 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:

: 129413-23-6
(3R,4S,5S,6R)-4-Benzyloxy-3,5,6-trimethyl-tetrahydro-pyran-2-ol

: 129413-26-9,129446-68-0
(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / PDC/MS 3A / CH₂Cl₂ / Ambient temperature

2: 1.) n-BuLi 2.) LiBH₄ / 1.) hexane/THF, -78 deg C, 1h 2.) THF

3: 59 percent / DMAP / benzene / 1.5 h

With dmap; dipyridinium dichromate; lithium borohydride; n-butyllithium; In dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)94609-4

Reference yield:

: 129413-21-4
(2R,3R,6S)-6-Benzyloxy-2,3,5-trimethyl-3,6-dihydro-2H-pyran

: 129413-26-9,129446-68-0
(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) dicyclohexylborane 2.) H₂₀₂, NaOH / 1.) THF, 50 deg C, 14h 2.) 60 deg C, 2h

2: NaH / dimethylformamide

3: AcOH / dioxane; H₂O / 9 h / 70 °C

4: 85 percent / PDC/MS 3A / CH₂Cl₂ / Ambient temperature

5: 1.) n-BuLi 2.) LiBH₄ / 1.) hexane/THF, -78 deg C, 1h 2.) THF

6: 59 percent / DMAP / benzene / 1.5 h

With dmap; sodium hydroxide; dipyridinium dichromate; lithium borohydride; n-butyllithium; bis(cyclohexanyl)borane; dihydrogen peroxide; sodium hydride; acetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)94609-4

Reference yield:

: (2S,3R,4S,5R,6R)-2-Benzyloxy-3,5,6-trimethyl-tetrahydro-pyran-4-ol

: 129413-26-9,129446-68-0
(2R,3S,4R,5S,6S)-3,5-Bis-benzyloxy-2,4,6-trimethyl-oct-7-enoic acid (1R,2S,3R,4S)-3-benzyloxy-6-(dimethoxy-phosphoryl)-5-hydroxy-1,2,4-trimethyl-hexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: AcOH / dioxane; H₂O / 9 h / 70 °C

3: 85 percent / PDC/MS 3A / CH₂Cl₂ / Ambient temperature

4: 1.) n-BuLi 2.) LiBH₄ / 1.) hexane/THF, -78 deg C, 1h 2.) THF

5: 59 percent / DMAP / benzene / 1.5 h

With dmap; dipyridinium dichromate; lithium borohydride; n-butyllithium; sodium hydride; acetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)94609-4