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

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-3,5-Bis-benzyloxy-2,4,6-trimethyl-7-oxo-heptanoic acid (1R,2S,3S,4R)-3-benzyloxy-6-(dimethoxy-phosphoryl)-1,2,4-trimethyl-5-oxo-hexyl ester
CAS No.:129413-27-0
Molecular Formula:C₄₂H₅₇O₁₀P
Molecular Weight:752.882
Hs Code.:

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

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

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

There total 21 articles about (2R,3S,4R,5R,6R)-3,5-Bis-benzyloxy-2,4,6-trimethyl-7-oxo-heptanoic acid (1R,2S,3S,4R)-3-benzyloxy-6-(dimethoxy-phosphoryl)-1,2,4-trimethyl-5-oxo-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

: 129413-27-0
(2R,3S,4R,5R,6R)-3,5-Bis-benzyloxy-2,4,6-trimethyl-7-oxo-heptanoic acid (1R,2S,3S,4R)-3-benzyloxy-6-(dimethoxy-phosphoryl)-1,2,4-trimethyl-5-oxo-hexyl ester

Guidance literature:: Multi-step reaction with 4 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

: 129413-27-0
(2R,3S,4R,5R,6R)-3,5-Bis-benzyloxy-2,4,6-trimethyl-7-oxo-heptanoic acid (1R,2S,3S,4R)-3-benzyloxy-6-(dimethoxy-phosphoryl)-1,2,4-trimethyl-5-oxo-hexyl ester

Guidance literature:: Multi-step reaction with 7 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

: 129413-27-0
(2R,3S,4R,5R,6R)-3,5-Bis-benzyloxy-2,4,6-trimethyl-7-oxo-heptanoic acid (1R,2S,3S,4R)-3-benzyloxy-6-(dimethoxy-phosphoryl)-1,2,4-trimethyl-5-oxo-hexyl ester

Guidance literature:: Multi-step reaction with 6 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