tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

Base Information

Chemical Name:tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline
CAS No.:125049-96-9
Molecular Formula:C₂₃H₃₉NO₅Si
Molecular Weight:437.652
Hs Code.:

Synonyms:tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

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Chemical Property of tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

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Technology Process of tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

There total 6 articles about tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline 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: 98.0%

: 125076-26-8
2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 125049-96-9
tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature; further bases used;
DOI:10.1021/jo00293a010

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 125049-96-9
tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

Guidance literature:: Multi-step reaction with 5 steps

2: 1N NaOH / methanol / 1 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 0.75 h / -20 °C

4: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

5: 98 percent / imidazole / dimethylformamide / Ambient temperature; further bases used

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00293a010

Reference yield:

: 1155-62-0,5619-01-2,63648-73-7
2-Benzyloxycarbonylamino-pentanedioic acid

: 125049-96-9
tert-butyl ester of α-N-carbobenzoxy-δ-O-(tert-butyldimethylsilyl)-D-hydroxynorvaline

Guidance literature:: Multi-step reaction with 5 steps

2: 1N NaOH / methanol / 1 h / Ambient temperature

3: Et₃N / tetrahydrofuran / 0.75 h / -20 °C

4: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

5: 98 percent / imidazole / dimethylformamide / Ambient temperature; further bases used

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00293a010