2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

Base Information

Chemical Name:2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe
CAS No.:334832-18-7
Molecular Formula:C₃₂H₄₃N₅O₁₀
Molecular Weight:657.721
Hs Code.:

Synonyms:

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Chemical Property of 2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

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Technology Process of 2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

There total 3 articles about 2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe 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:

: 334832-15-4
Cbz-Ser(TBS)-L-Val-OMe

: 334832-18-7
2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd-C / methanol / 3 h / 20 °C

2: BOP; (i-Pr)2NEt / 7 h / 0 - 20 °C

3: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1246/cl.2001.102

Reference yield:

: Ser(TBS)-L-Val-OMe

: 334832-18-7
2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

Guidance literature:: Multi-step reaction with 2 steps

1: BOP; (i-Pr)2NEt / 7 h / 0 - 20 °C

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1246/cl.2001.102

Reference yield:

: 2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carboxylic acid

: 334832-18-7
2-{N-Cbz-N,O-isopropylidene-L-Thr-[(Z)-1-amino-1-propenyl]}-5-methyloxazole-4-carbonyl-L-Ser-L-Val-OMe

Guidance literature:: Multi-step reaction with 2 steps

1: BOP; (i-Pr)2NEt / 7 h / 0 - 20 °C

2: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1246/cl.2001.102