(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide
CAS No.:194294-76-3
Molecular Formula:C₂₂H₃₉NO₇Si
Molecular Weight:457.64
Hs Code.:

Synonyms:(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

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Chemical Property of (3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

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Technology Process of (3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

There total 7 articles about (3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic 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: 91.0%

: C₄H₁₂AsNO

: 194294-67-2
(3S,5R)-3-Hydroxy-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexan-1-one

: 194294-76-3
(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

Guidance literature:: In dichloromethane; at -20 - 20 ℃; for 12h;
DOI:10.1016/S0040-4039(97)01141-6

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 194294-76-3
(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / Huenig's base / CH₂Cl₂ / 12 h

2: 95 percent / Dibal-H / CH₂Cl₂ / 1 h / -78 °C

3: 78 percent / 1.) Sn(OTf)2, N-ethylpiperidine / 1.) -50 deg C to -40 deg C, 4 h; 2.) -78 deg C, 2 h

4: 91 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)01141-6

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 194294-76-3
(3S,5R)-3-Hydroxy-5-(4-methoxy-benzyloxy)-6-(2-trimethylsilanyl-ethoxymethoxy)-hexanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / CSA / CH₂Cl₂ / 12 h / Ambient temperature

2: 95 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

3: 91 percent / Huenig's base / CH₂Cl₂ / 12 h

4: 95 percent / Dibal-H / CH₂Cl₂ / 1 h / -78 °C

5: 78 percent / 1.) Sn(OTf)2, N-ethylpiperidine / 1.) -50 deg C to -40 deg C, 4 h; 2.) -78 deg C, 2 h

6: 91 percent / CH₂Cl₂ / 12 h / -20 - 20 °C

With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate; camphor-10-sulfonic acid; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)01141-6