(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

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Chemical Name:(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol
CAS No.:852946-12-4
Molecular Formula:C₃₇H₅₅NO₃Si₂
Molecular Weight:618.02
Hs Code.:

Synonyms:(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

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Chemical Property of (2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

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Technology Process of (2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

There total 8 articles about (2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol 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: 81.0%

: 852946-11-3
(2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[benzylamino]propan-1-ol

: 524960-39-2
{[(2E)-4-bromo-2-methyl-2-butenyl]oxy}(tert-butyl)dimethylsilane

: 852946-12-4
(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

Guidance literature:: (2S)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[benzylamino]propan-1-ol; With sodium hydrogencarbonate; In acetonitrile; at 20 ℃; for 0.5h;

{[(2E)-4-bromo-2-methyl-2-butenyl]oxy}(tert-butyl)dimethylsilane; In acetonitrile; for 5h; Heating;
DOI:10.1002/ejoc.200400824

Reference yield:

: 138777-15-8
ethyl 4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenoate

: 852946-12-4
(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / DIBAL-H / CH₂Cl₂; heptane / 2 h / -78 °C

2.1: MsCl; Et₃N / CH₂Cl₂ / 1 h / -40 °C

2.2: 8.65 g / LiBr / CH₂Cl₂; tetrahydrofuran / 0 - 20 °C

3.1: NaHCO₃ / acetonitrile / 0.5 h / 20 °C

3.2: 81 percent / acetonitrile / 5 h / Heating

With diisobutylaluminium hydride; sodium hydrogencarbonate; methanesulfonyl chloride; triethylamine; In n-heptane; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400824

Reference yield:

: 852946-10-2
methyl (2R)-3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-2-[benzylamino]propanoate

: 852946-12-4
(2S)-2-[benzyl-((2E)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenyl)amino]-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 56 percent / LiBH₄ / tetrahydrofuran; toluene / 0.33 h / 100 °C

2.1: NaHCO₃ / acetonitrile / 0.5 h / 20 °C

2.2: 81 percent / acetonitrile / 5 h / Heating

With lithium borohydride; sodium hydrogencarbonate; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1002/ejoc.200400824