(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

Base Information

Chemical Name:(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester
CAS No.:127633-58-3
Molecular Formula:C₁₈H₂₄BrN₃O₄
Molecular Weight:426.31
Hs Code.:

Synonyms:(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

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Chemical Property of (R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

Chemical Property:

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Technology Process of (R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

There total 10 articles about (R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl 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:

: (RS)-β-(Azidomethyl)-4-bromobenzenebutanol methanesulfonate

: 105-53-3
diethyl malonate

: 127633-58-3
(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

: 127633-57-2
(S)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

Guidance literature:: With sodium hydride; sodium iodide; In tetrahydrofuran; for 18h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;
DOI:10.1021/jo00102a031

Reference yield:

: 4654-39-1
4-bromophenethanol

: 127633-58-3
(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N

2: 90 percent / NaH

3: 75 percent / LiAlH₄ / diethyl ether

4: with porcine pancreatic lipase (PPL, Sigma type II, no. 3126)

5: 88 percent / NaN₃ / dimethylformamide

6: 88 percent / HOAc / tetrahydrofuran; H₂O

7: Et₃N

8: NaH, NaI

With lithium aluminium tetrahydride; sodium azide; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93875-4

Reference yield:

: 84913-19-9
4-methylbenzene sulfonic acid 2-(4-bromophenyl)ethyl ester

: 127633-58-3
(R)-(-)-<2-(Azidomethyl)-4-(4-bromophenyl)butyl>propanedioic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / NaH

2: 75 percent / LiAlH₄ / diethyl ether

3: with porcine pancreatic lipase (PPL, Sigma type II, no. 3126)

4: 88 percent / NaN₃ / dimethylformamide

5: 88 percent / HOAc / tetrahydrofuran; H₂O

6: Et₃N

7: NaH, NaI

With lithium aluminium tetrahydride; sodium azide; sodium hydride; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93875-4