tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

Base Information

Chemical Name:tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate
CAS No.:260270-97-1
Molecular Formula:C₁₈H₂₆N₄O₄
Molecular Weight:362.429
Hs Code.:

Synonyms:tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

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Chemical Property of tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

Chemical Property:

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Technology Process of tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

There total 8 articles about tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate 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:

: 124-63-0
methanesulfonyl chloride

: 260270-96-0
tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-hydroxy-3-methylpentanoate

: 260270-97-1
tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

Guidance literature:: With pyridine; LiN₃; In dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: (2S,3R)-2-Benzyloxycarbonylamino-5-methanesulfonyloxy-3-methyl-pentanoic acid tert-butyl ester

: 260270-97-1
tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

Guidance literature:: With lithium azide; In N,N-dimethyl-formamide; at 50 ℃; for 3h;
DOI:10.1021/jm0102654

Reference yield:

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

: 260270-97-1
tert-butyl (2S,3R)-2-{[(benzyloxy)carbonyl]amino}-5-azido-3-methylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2N aq. NaOH / 5.75 h / 0 - 23 °C

2.1: toluene / 1.75 h / 80 °C

3.1: thexylborane / tetrahydrofuran / 1 h / 0 - 20 °C

3.2: 30percent aq. H₂O₂ / aq. phosphate buffer / 14 h / 20 °C / pH 7.0

4.1: pyridine / CH₂Cl₂ / 14 h

5.1: LiN₃ / dimethylformamide / 3 h / 50 °C

With pyridine; sodium hydroxide; lithium azide; thexylborane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0102654