(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

Base Information

Chemical Name:(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one
CAS No.:296795-20-5
Molecular Formula:C₄₀H₆₇NO₉Si₂
Molecular Weight:762.144
Hs Code.:

(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

Synonyms:(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

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Chemical Property of (4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

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Technology Process of (4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

There total 19 articles about (4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one 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: 82.0%

: 1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)-propan-2-one

: 296795-15-8
(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-propanal

: (4S,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxy)methyl-1,3-oxazol-4-yl)-hexan-2-one

: 296795-20-5
(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

Guidance literature:: 1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)-propan-2-one; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.5h;

(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-propanal; In diethyl ether; at -105 ℃; for 5h;
DOI:10.1021/ja002356g

Reference yield: 82.0%

: 296795-14-7
1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxaspiro[4.5]dec-7-yl)-propan-2-one

: 296795-15-8
(3R)-3-(triethylsilyloxy)-3-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-propanal

: 296795-20-5
(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In diethyl ether; at -105 ℃;
DOI:10.1002/1521-3773(20000717)39:14<2536::AID-ANIE2536>3.0.CO;2-U

Reference yield:

: 296795-34-1
(3R)-3-(2-((E)-2-phenyl-1-etheny)-1,3-oxazol-4-yl)-3-(triethylsilyloxy)thiopropionic acid S-tert-butyl ester

: 296795-20-5
(4R,6R)-1-((7S,9R)-9-(benzyloxymethyl)-1,4,8-trioxa-spiro[4.5]dec-7-yl)-4-hydroxy-6-(triethylsilyloxy)-6-(2-(triisopropylsilyloxymethyl)-1,3-oxazol-4-yl)-hexan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium osmate dihydrate; potassium ferricyanide; potassium carbonate / quinoclidine; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 48 h / 20 °C

2.1: 19.8 g / lead tetraacetate; potassium carbonate / CH₂Cl₂ / 0.17 h / 0 °C

3.1: 95 percent / DIBAlH / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5.1: diisopropylethylamine; di-n-butylboron trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / -78 °C

5.2: 82 percent / diethyl ether / 5 h / -105 °C

With 2,6-dimethylpyridine; lead(IV) acetate; potassium osmate(VI); di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); Quinuclidine; methanesulfonamide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ja002356g