(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

Base Information

Chemical Name:(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one
CAS No.:862107-67-3
Molecular Formula:C₃₂H₃₉IO₆Si
Molecular Weight:674.648
Hs Code.:

Synonyms:(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

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Chemical Property of (3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

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Technology Process of (3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

There total 4 articles about (3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-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:

: 862107-66-2
(2S,3R,4E)-2-benzyloxy-1-[(2S)-2-(tert-butyldimethylsilanyloxymethyl)pyrrolidin-1-yl]-6-(tert-butyldiphenylsilanyloxy)-3-methoxymethoxymethyl-4-hexenone

: 862107-67-3
(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

Guidance literature:: With iodine; In tetrahydrofuran; water; at 0 ℃; for 4h;
DOI:10.1021/ol050578j

Reference yield:

: 862107-71-9
(2S)-(tert-butyldimethylsilanyloxymethyl)-1-[(1R)-1-(tert-butyldiphenylsilanyloxymethyl)-4-methoxymethoxy-2-butynyl]pyrrolidine

: 862107-67-3
(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / H₂ / Lindlar catalyst / ethyl acetate / 1 h / 20 °C

2: 64 percent / Zn(OSO₂CF₃)2; i-Pr₂NEt / CH₂Cl₂ / 0 °C

3: I₂ / tetrahydrofuran; H₂O / 4 h / 0 °C

With hydrogen; iodine; zinc trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol050578j

Reference yield:

: 17869-81-7
methoxy(prop-2-yn-1-yloxy)methane

: 862107-67-3
(3S,4R)-3-Benzyloxy-5-[2-(tert-butyl-diphenyl-silanyloxy)-1-iodo-ethyl]-4-methoxymethoxymethyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / CuBr; molecular sieves 4 Angstroem / toluene / 20 h / 20 °C

2: 100 percent / H₂ / Lindlar catalyst / ethyl acetate / 1 h / 20 °C

3: 64 percent / Zn(OSO₂CF₃)2; i-Pr₂NEt / CH₂Cl₂ / 0 °C

4: I₂ / tetrahydrofuran; H₂O / 4 h / 0 °C

With 4 A molecular sieve; hydrogen; iodine; zinc trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; copper(I) bromide; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; water; ethyl acetate; toluene;
DOI:10.1021/ol050578j