(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

Base Information

Chemical Name:(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene
CAS No.:168776-32-7
Molecular Formula:C₃₀H₄₈O₇
Molecular Weight:520.707
Hs Code.:

Synonyms:(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

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Chemical Property of (2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

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Technology Process of (2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

There total 4 articles about (2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene 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: 91.0%

: 29541-98-8,55317-64-1
pentylidenetriphenylphosphorane

: 168776-31-6
(2R,3R,4R)-2-(benzyloxy)-3-(methoxymethoxy)-2-methyl-4,5-bis(pivaloyloxy)pentanal

: 168776-32-7
(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

Guidance literature:: In tetrahydrofuran; Ambient temperature;
DOI:10.1016/00404-0399(50)1049N-

Reference yield:

: 3-O-benzyl-3-C-methyl-5,6-di-O-pivaloyl-D-allofuranose

: 168776-32-7
(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

Guidance literature:: Multi-step reaction with 4 steps

1: 3.25 g / aq. NaIO₄ / methanol / 3 h

2: 3.00 g / Et₃N / methanol / 1 h / Ambient temperature

3: i-Pr₂NEt / 20 h / Heating

4: 91 percent / tetrahydrofuran / 0.5 h / Ambient temperature

With sodium periodate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;
DOI:10.1021/jo951897z

Reference yield:

: 175408-87-4
2,2-Dimethyl-propionic acid (1R,2R,3R)-3-benzyloxy-1-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-3-methyl-4-oxo-butyl ester

: 168776-32-7
(2R,3R,4S,5Z)-4-(benzyloxy)-3-(methoxymethoxy)-4-methyl-1,2-bis(pivaloyloxy)-5-decene

Guidance literature:: Multi-step reaction with 2 steps

1: i-Pr₂NEt / 20 h / Heating

2: 91 percent / tetrahydrofuran / 0.5 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1021/jo951897z