methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

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Chemical Name:methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate
CAS No.:911050-59-4
Molecular Formula:C₂₀H₂₉NO₆
Molecular Weight:379.453
Hs Code.:

Synonyms:methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

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Chemical Property of methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

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Technology Process of methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

There total 2 articles about methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate 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: 73.0%

: 911050-44-7
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-(methoxymethoxy)pentanoate

: 911050-59-4
methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

Guidance literature:: methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-(methoxymethoxy)pentanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

2-methylallyl halide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 119109-58-9
4-(S)-[4-(N-benzyloxycarbonylamino)-5-hydroxy]pentanoic acid methyl ester

: 911050-59-4
methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 77 percent / ethyldiisopropylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

2.2: 73 percent / tetrahydrofuran / 3 h / -78 °C

With N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 911050-59-4
methyl (2S)-2-[(2S)-2-[(benzyloxy)carbonyl]amino-3-(methoxymethoxy)propyl]-4-methylpent-4-enoate

: N-Hydroxy-2(S)-isobutyl-5-methoxymethoxy-4(S)-[N-(4-phenoxyphenylcarbonyl)amino]pentanamide

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / Pd/C / methanol / 1 h

2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

3: 92 percent / NaOH / tetrahydrofuran; methanol; H₂O / 4 h / 20 °C

4: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; 1-hydroxybenzotriazole monohydrate; triethylamine / dimethylformamide / 3 h / 20 °C

5: hydrochloric acid / methanol / 0.25 h / 20 °C

With hydrogenchloride; sodium hydroxide; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040