(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

Base Information

Chemical Name:(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester
CAS No.:199921-21-6
Molecular Formula:C₁₈H₂₃NO₇
Molecular Weight:365.383
Hs Code.:

Synonyms:(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

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Chemical Property of (3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

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Technology Process of (3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

There total 6 articles about (3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl 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: 99.0%

: 199921-20-5
(2S)-2-benzyloxycarbonylamino-succinic acid-4-methyl ester 1-[2-(2-methyl-oxiranyl)-ethyl]ester

: 199921-21-6
(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

Guidance literature:: With silver perchlorate; zirconocene dichloride; In dichloromethane; at 22 ℃; for 1h;
DOI:10.1016/S0040-4020(97)01038-7

Reference yield:

: 763-32-6
2-methyl-1-buten-4-ol

: 199921-21-6
(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / dicyclohexylcarbodiimide; dimethylaminopyridine / CH₂Cl₂ / 12 h / 0 - 22 °C

2: 89 percent / MCPBA / CH₂Cl₂ / 4 h / 0 °C

3: 99 percent / AgClO₄ / Cp₂ZrCl₂ / CH₂Cl₂ / 1 h / 22 °C

With dmap; silver perchlorate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; zirconocene dichloride; In dichloromethane; 1: Esterification / 2: Epoxidation / 3: Rearrangement;
DOI:10.1016/S0040-4020(97)01038-7

Reference yield:

: 35909-93-4
dimethyl (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate

: 199921-21-6
(3S)-3-benzyloxycarbonylamino-3-(5-methyl-2,7,8-trioxa-bicyclo[3.2.1]oct-1-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / aq. LiOH / tetrahydrofuran / 2 h / 0 °C

2: 71 percent / dicyclohexylcarbodiimide; dimethylaminopyridine / CH₂Cl₂ / 12 h / 0 - 22 °C

3: 89 percent / MCPBA / CH₂Cl₂ / 4 h / 0 °C

4: 99 percent / AgClO₄ / Cp₂ZrCl₂ / CH₂Cl₂ / 1 h / 22 °C

With dmap; lithium hydroxide; silver perchlorate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; zirconocene dichloride; In tetrahydrofuran; dichloromethane; 1: Hydrolysis / 2: Esterification / 3: Epoxidation / 4: Rearrangement;
DOI:10.1016/S0040-4020(97)01038-7