benzyloxycarbonylamino-acetic acid but-2-ynyl ester

Base Information

Chemical Name:benzyloxycarbonylamino-acetic acid but-2-ynyl ester
CAS No.:416898-34-5
Molecular Formula:C₁₄H₁₅NO₄
Molecular Weight:261.277
Hs Code.:

Synonyms:benzyloxycarbonylamino-acetic acid but-2-ynyl ester

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Chemical Property of benzyloxycarbonylamino-acetic acid but-2-ynyl ester

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Technology Process of benzyloxycarbonylamino-acetic acid but-2-ynyl ester

There total 1 articles about benzyloxycarbonylamino-acetic acid but-2-ynyl ester 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: 97.0%

: 764-01-2
methyl propargyl alcohol

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 416898-34-5
benzyloxycarbonylamino-acetic acid but-2-ynyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In diethyl ether; at 20 ℃; for 22h;
DOI:10.1039/b108752e

Reference yield:

: 416898-34-5
benzyloxycarbonylamino-acetic acid but-2-ynyl ester

: 82706-72-7
(2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Lindlar catalyst / methanol / 20 °C

2: 30 percent / LHMDS; Al(O-i-Pr)3 / tetrahydrofuran / -78 °C

With hydrogen; aluminum isopropoxide; lithium hexamethyldisilazane; Lindlar's catalyst; In tetrahydrofuran; methanol; 2: Claisen rearrangement;
DOI:10.1016/j.bmcl.2005.03.078

Reference yield:

: 416898-34-5
benzyloxycarbonylamino-acetic acid but-2-ynyl ester

: (2R,3R)-2-Benzyloxycarbonylamino-3-methyl-pent-4-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / H₂; pyridine / Pd/CaCO₃ / ethyl acetate / 0.67 h / 20 °C

2: 47 percent / LDA; ZnCl₂ / tetrahydrofuran / 0.5 h / -78 - 20 °C

3: 74 percent / DCC; DMAP / diethyl ether / 20 h / 20 °C

With pyridine; dmap; hydrogen; dicyclohexyl-carbodiimide; zinc(II) chloride; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; ethyl acetate; 1: Lindlar reduction;
DOI:10.1039/b108752e