(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide
CAS No.:139427-75-1
Molecular Formula:C₃₁H₃₉NO₅
Molecular Weight:505.654
Hs Code.:

Synonyms:(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

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Chemical Property of (2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

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Technology Process of (2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

There total 8 articles about (2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide 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: 88.0%

: 139460-75-6
(S)-2,N-Dimethoxy-N-methyl-2-[(3R,4S,5R)-2,2,4-trimethyl-3-((R)-1-methyl-2-trityloxy-ethyl)-[1,2]oxasilolan-5-yl]-acetamide

: 139427-75-1
(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

Guidance literature:: With tetrabutyl ammonium fluoride; at 50 ℃; for 3h;
DOI:10.1021/jo00032a007

Reference yield:

: 103668-54-8,103729-89-1
(3S,4R)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-2,2,4-trimethyl-[1,2]oxasilolane

: 139427-75-1
(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd/C

2: Swern oxidation

3: 12 h / Horner-Emmons olefination

4: OsO₄, NMO / acetone; H₂O

5: acetonitrile

6: NaH / dimethylformamide

7: 88 percent / n-Bu₄NF / 3 h / 50 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; palladium on activated charcoal; In water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00032a007

Reference yield:

: 26156-84-3
N-tritylpyridinium tetrafluoroborate

: 139427-75-1
(2S,3R,4R,6S)-3-Hydroxy-2-methoxy-4,6-dimethyl-7-trityloxy-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1: acetonitrile

2: NaH / dimethylformamide

3: 88 percent / n-Bu₄NF / 3 h / 50 °C

With tetrabutyl ammonium fluoride; sodium hydride; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00032a007