dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

Base Information

Chemical Name:dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate
CAS No.:113918-79-9
Molecular Formula:C₂₉H₄₇O₉P
Molecular Weight:570.661
Hs Code.:

Synonyms:dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

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Chemical Property of dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

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Technology Process of dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

There total 8 articles about dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate 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: 67.0%

: 113957-04-3
[(3R,5R)-5-((4S,5S,6R)-6-Allyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-7-(3,4-dimethoxy-benzyloxy)-2-hydroxy-3-methyl-heptyl]-phosphonic acid dimethyl ester

: 113918-79-9
dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

Guidance literature:: With dipyridinium dichromate; In dimethyl sulfoxide; for 24h;
DOI:10.1248/cpb.35.2219

Reference yield:

: 108470-25-3
(4R,5S,6S,7R,9R)-7-<2-(3,4-dimethoxybenzyloxy)ethyl>-5,9-dimethyl-4,6-isopropylidenedioxy-1-decen-10-ol

: 113918-79-9
dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (COCl)2/DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -80 deg C, 1 h; 2.) CH₂Cl₂, -80 deg C to room temp.

2: 98 percent / BuLi / hexane; tetrahydrofuran / 0.5 h / -70 - -30 °C

3: 67 percent / PDC / dimethylsulfoxide / 24 h

With dipyridinium dichromate; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dimethyl sulfoxide;
DOI:10.1248/cpb.35.2219

Reference yield:

: 108470-24-2
5(S)-(5(R)-<2-(3,4-dimethoxybenzyloxy)ethyl>-2(S)-isopropyloxy-3(R)-methyl-6(S)-tetrahydropyranyl)-4(R)-hydroxy-1-hexene

: 113918-79-9
dimethyl (3R,5R,6S,7S,8R)-5-<2-(3,4-dimethoxybenzyloxy)ethyl>-3,7-dimethyl-6,8-isopropylidenedioxy-2-oxo-10-undecenylphosphonate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 1 N HCl / tetrahydrofuran / 2 h / 50 °C

2: 100 percent / Ca(BH₄)2 / ethanol / 1.5 h / Ambient temperature

3: 84 percent / CSA / benzene / 3 h / Ambient temperature

4: 1.) (COCl)2/DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -80 deg C, 1 h; 2.) CH₂Cl₂, -80 deg C to room temp.

5: 98 percent / BuLi / hexane; tetrahydrofuran / 0.5 h / -70 - -30 °C

6: 67 percent / PDC / dimethylsulfoxide / 24 h

With hydrogenchloride; dipyridinium dichromate; n-butyllithium; calcium borohydride; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; hexane; dimethyl sulfoxide; benzene;
DOI:10.1248/cpb.35.2219