BOC-(2S,3S)-2-AMINO-3-METHOXYBUTANOIC ACID

Base Information

• Chemical Name: BOC-(2S,3S)-2-AMINO-3-METHOXYBUTANOIC ACID
• CAS No.: 630424-73-6
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.265
• Mol file: 630424-73-6.mol

Synonyms:(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoic acid

Chemical Property of BOC-(2S,3S)-2-AMINO-3-METHOXYBUTANOIC ACID

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Boc-(2S,3S)-2-amino-3-methoxybutanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-(2S,3S)-2-AMINO-3-METHOXYBUTANOIC ACID

There total 5 articles about BOC-(2S,3S)-2-AMINO-3-METHOXYBUTANOIC ACID 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: 99.0%

(2S,3S)-2-tert-Butoxycarbonylamino-3-methoxy-butyric acid benzyl ester → (2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoic acid (630424-73-6,1396972-31-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2003.10.055

Reference yield:

(2S,3S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoate → (2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoic acid (630424-73-6,1396972-31-8)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 23 ℃; for 5h;

Reference yield:

(2S,3S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoate (113525-91-0) → (2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methoxybutanoic acid (630424-73-6,1396972-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: silver(l) oxide / acetonitrile / 192 h / 23 °C

2: lithium hydroxide monohydrate / tetrahydrofuran; water / 5 h / 23 °C

With lithium hydroxide monohydrate; silver(l) oxide; In tetrahydrofuran; water; acetonitrile;

upstream raw materials:

(2S,3S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-hydroxybutanoate

N-tert-butoxycarbonyl-L-allo-threonine

di-tert-butyl dicarbonate

Downstream raw materials:

C₂₃H₃₉N₃O₄

C₃₆H₄₉N₅O₆S

(2S,3S)-2-amino-3-methoxy-N-[2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)ethyl]-butyramide

N-((2R,3R)-3-[Boc-L-allo-Thr(Me)-GlyO]-2-methylnonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Refernces

• 1、 -. "Inhibitors of Memapsin 2 Cleavage for the Treatment of Alzheimer's Disease". . . Retrieved 2014/03/25.
• 2、 Kiho, Toshihiro,Nakayama, Mizuka,Yasuda, Kayo,Miyakoshi, Shunichi,Inukai, Masatoshi,Kogen, Hiroshi. "Structure-activity relationships of globomycin analogues as antibiotics". . p. 337 - 361. Retrieved 2007/10/03.