(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

Base Information

Chemical Name:(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid
CAS No.:108470-14-0
Molecular Formula:C₂₈H₄₅O₁₁P
Molecular Weight:588.632
Hs Code.:

Synonyms:(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

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Chemical Property of (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

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Technology Process of (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

There total 3 articles about (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid 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: 83.0%

: 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

: 108470-14-0
(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

Guidance literature:: With potassium permanganate; sodium periodate; sodium hydrogencarbonate; In water; acetone; for 5h; Ambient temperature;
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

: 108470-14-0
(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1) aq. HCl; 2) Ca(BH₄)2; 3) camphorsulfonic acid

2: 1) DMSO, (COCl)2, Et₃N; 2) nBuLi; 3) pyridinium dichromate; 4) KMnOa, NaIO₄

With hydrogenchloride; potassium permanganate; sodium periodate; dipyridinium dichromate; n-butyllithium; calcium borohydride; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine;
DOI:10.1016/S0040-4039(00)84872-8

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

: 756-79-6
dimethyl methane phosphonate

: 108470-14-0
(3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyloxy)ethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoic acid

Guidance literature:: With potassium permanganate; sodium periodate; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction;
DOI:10.1016/S0040-4039(00)84872-8