L-Serine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-O-(phenylmethyl)-, methyl ester

Base Information

Chemical Name:L-Serine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-O-(phenylmethyl)-, methyl ester
CAS No.:67864-85-1
Molecular Formula:C18H26N2O6
Molecular Weight:366.414
Hs Code.:

Synonyms:

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Chemical Property of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-O-(phenylmethyl)-, methyl ester

Chemical Property:

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Technology Process of L-Serine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-O-(phenylmethyl)-, methyl ester

There total 1 articles about L-Serine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-O-(phenylmethyl)-, 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:

: 79113-14-7
4-nitrobenzyl N-(tert-butoxycarbonyl)glycinate

: 46460-82-6,55895-87-9,84907-81-3
O-benzyl-L-serine methyl ester

: 67864-85-1
Boc-Gly-Ser(-CH₂-Ph)-OMe

Guidance literature:: Multistep reaction; (i) NH₃, (ii) /BRN= 2012225/;

Reference yield: 80.0%

: 67864-85-1
Boc-Gly-Ser(-CH₂-Ph)-OMe

: 850148-82-2
(2R)-6-(tert-butoxycarbonyl)-2-phenylmethyloxymethyl-3,6-diazahexan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 30h;
DOI:10.1039/b416162a

Reference yield:

: 67864-85-1
Boc-Gly-Ser(-CH₂-Ph)-OMe

: (2R)-((3'S)-4'-(tert-butoxycarbonyl)-3'-phenylmethyl-2'-oxopiperazin-1'-yl)-3-hydroxypropanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 80 percent / LiAlH₄ / tetrahydrofuran / 30 h / 20 °C

2.1: imidazole / CH₂Cl₂

3.1: N-methylmorpholine / CH₂Cl₂

3.2: NaH / tetrahydrofuran / 5 h / 0 °C

4.1: 100 percent / n-Bu₄NF / tetrahydrofuran

5.1: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.25 h / -70 °C

5.2: 80 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 5.5 h / -50 - -15 °C

6.1: pyridine / 3 h / 20 °C

7.1: H₂ / Pd/C / methanol

8.1: Jones' reagent / acetone / 0.5 h / 0 °C

9.1: aq. NaOH / 2 h

With 4-methyl-morpholine; pyridine; 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; jones' reagent; tetrabutyl ammonium fluoride; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; acetone;
DOI:10.1039/b416162a