dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

Base Information

Chemical Name:dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate
CAS No.:699020-18-3
Molecular Formula:C₂₃H₂₅NO₈
Molecular Weight:443.453
Hs Code.:

Synonyms:dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

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Chemical Property of dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

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Technology Process of dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

There total 3 articles about dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate 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: 91.0%

: 67436-17-3
dimethyl (S)-N-(benzyloxycarbonyl)glutamate

: 501-53-1,94274-21-2
benzyl chloroformate

: 699020-18-3
dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo049759+

Reference yield:

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 699020-18-3
dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl chloride / 0 - 20 °C

1.2: 91 percent / pyridine / 12 h / 20 °C

2.1: 91 percent / HMPA; lithium bis(trimethylsilylamide) / tetrahydrofuran / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo049759+

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 699020-18-3
dimethyl (2S)-2-{(phenylmethoxy)-N-[benzyloxycarbonyl]carbonylamino}-pentane-1,5-dioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl chloride / 0 - 20 °C

1.2: 91 percent / pyridine / 12 h / 20 °C

2.1: 91 percent / HMPA; lithium bis(trimethylsilylamide) / tetrahydrofuran / 0.5 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo049759+