L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

Base Information

Chemical Name:L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe
CAS No.:503034-68-2
Molecular Formula:C₂₁H₃₁BrN₂O₃Si
Molecular Weight:467.478
Hs Code.:

Synonyms:L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

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Chemical Property of L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

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Technology Process of L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

There total 6 articles about L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe 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:

: L-2-(N-2-bromobenzyl-N-methyl)aminobutyric acid hydrochloride

: 503035-18-5
methyl N-(3-(trimethylsilyl)prop-2-yn-1-yl)-L-glycinate

: 503034-68-2
L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

Guidance literature:: L-2-(N-2-bromobenzyl-N-methyl)aminobutyric acid hydrochloride; With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In dichloromethane; at 0 ℃; for 0.75h;

methyl N-(3-(trimethylsilyl)prop-2-yn-1-yl)-L-glycinate; In dichloromethane; at 0 - 20 ℃; Further stages.;
DOI:10.1021/jo020602w

Reference yield:

: 38002-45-8
3-bromo-1-(trimethylsilyl)-1-propyne

: 503034-68-2
L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

Guidance literature:: Multi-step reaction with 2 steps

1.1: 57 percent / K₂CO₃ / acetonitrile / 6 h / 0 °C

2.1: TBTU; N-methylmorpholine / CH₂Cl₂ / 0.75 h / 0 °C

2.2: CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In dichloromethane; acetonitrile;
DOI:10.1021/jo020602w

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 503034-68-2
L-2-(N-2-bromobenzyl-N-methyl)aminobutyryl-N'-3-(trimethylsilyl)propargyl-Gly-OMe

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

1.2: MgSO₄ / CH₂Cl₂ / 20 °C

2.1: NaBH₄ / methanol / 4 h

3.1: NaBH₃CN / acetonitrile; H₂O / 2.25 h / 20 °C

3.2: acetic acid / acetonitrile; H₂O / 0.5 h

4.1: HCl / H₂O

5.1: TBTU; N-methylmorpholine / CH₂Cl₂ / 0.75 h / 0 °C

5.2: CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium tetrahydroborate; sodium cyanoborohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo020602w