benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

Base Information

Chemical Name:benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate
CAS No.:956007-22-0
Molecular Formula:C₃₈H₄₃NO₅Si
Molecular Weight:621.849
Hs Code.:

Synonyms:benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

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Chemical Property of benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

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Technology Process of benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

There total 2 articles about benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate 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: 80.0%

: 913253-34-6
{[2-(bromomethyl)prop-2-en-1-yl]oxy}(tert-butyl)diphenylsilane

: 65926-39-8
(R)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-iodopropanoate

: 956007-22-0
benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

Guidance literature:: (R)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-iodopropanoate; With chloro-trimethyl-silane; ethylene dibromide; zinc; In N,N-dimethyl-formamide; at 60 ℃; for 0.166667h;

{[2-(bromomethyl)prop-2-en-1-yl]oxy}(tert-butyl)diphenylsilane; With lithium chloride; In N,N-dimethyl-formamide; at -55 ℃; for 12h; Further stages.;
DOI:10.1055/s-2007-983785

Reference yield:

: 177606-51-8
2-<(tert-butyldiphenylsilyloxy)methyl>prop-2-en-1-ol

: 956007-22-0
benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.17 h / 0 °C

2.1: Zn; 1,2-dibromoethane; TMSCl / dimethylformamide / 0.17 h / 60 °C

2.2: 80 percent / CuCN; LiCl / dimethylformamide / 12 h / -55 °C

With chloro-trimethyl-silane; carbon tetrabromide; ethylene dibromide; triphenylphosphine; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2007-983785

Reference yield:

: 956007-22-0
benzyl (S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5-hexenoate

: benzyl (2S,5R)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5,6-dihydroxyhexanoate

: benzyl (2S,5S)-2-benzyloxycarbonylamino-5-tert-butyldiphenylsilyloxymethyl-5,6-dihydroxyhexanoate

Guidance literature:: With 1,4-bis(9-O-dihydroquinidine)phthalazine; In water; tert-butyl alcohol; at 0 ℃; for 48h; Further Variations:; Reagents; Product distribution;
DOI:10.1055/s-2007-983785