Hexanoic acid,3-amino-2-hydroxy-, (3S)-

Base Information

• Chemical Name: Hexanoic acid,3-amino-2-hydroxy-, (3S)-
• CAS No.: 402959-32-4
• Molecular Formula: C6H13NO3
• Molecular Weight: 147.17200
• Mol file: 402959-32-4.mol

Synonyms:HEX005;

Chemical Property of Hexanoic acid,3-amino-2-hydroxy-, (3S)-

Chemical Property:

• PSA: 83.55000
• LogP: 0.25960

Purity/Quality:

99% ^*data from raw suppliers

(3S)-3-Amino-2-hydroxyhexanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Hexanoic acid,3-amino-2-hydroxy-, (3S)-

There total 4 articles about Hexanoic acid,3-amino-2-hydroxy-, (3S)- 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:

(3S)-3-tert-butoxycarbonylamino-2-hydroxyhexanenitrile (364633-42-1) → (S)-3-Amino-2-hydroxy-hexanoic acid (402959-32-4,160801-75-2,160801-76-3,75638-60-7,75638-59-4)

Guidance literature:

With hydrogenchloride; methoxybenzene; In 1,4-dioxane; Yield given; Heating;

DOI:10.1021/jm00044a013

Reference yield:

N-tert-butoxycarbonyl-L-norvaline (53308-95-5) → (S)-3-Amino-2-hydroxy-hexanoic acid (402959-32-4,160801-75-2,160801-76-3,75638-60-7,75638-59-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / CDI, DIEA / tetrahydrofuran; dimethylformamide / Ambient temperature

2: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 - 5 °C

3: 1.) aq. NaHSO₃ / 1.) MeOH, 5 deg C, overnight, 2.) MeOH, H₂O, AcOEt, RT, 5 h

4: conc. aq. HCl, anisole / dioxane / Heating

With hydrogenchloride; lithium aluminium tetrahydride; sodium hydrogensulfite; methoxybenzene; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; 1,4-dioxane; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00044a013

Reference yield:

(2S)-2-(1,1-dimethylethoxycarbonylamino)pentanal (160801-74-1) → (S)-3-Amino-2-hydroxy-hexanoic acid (402959-32-4,160801-75-2,160801-76-3,75638-60-7,75638-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. NaHSO₃ / 1.) MeOH, 5 deg C, overnight, 2.) MeOH, H₂O, AcOEt, RT, 5 h

2: conc. aq. HCl, anisole / dioxane / Heating

With hydrogenchloride; sodium hydrogensulfite; methoxybenzene; In 1,4-dioxane;

DOI:10.1021/jm00044a013

upstream raw materials:

(3S)-3-tert-butoxycarbonylamino-2-hydroxyhexanenitrile

N-tert-butoxycarbonyl-L-norvaline

(2S)-2-(1,1-dimethylethoxycarbonylamino)pentanal

(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopentan-2-ylcarbamate

Downstream raw materials:

(3S)-3-(tert-butoxycarbonylamino)-2-hydroxyhexanoic acid

Boc-D-Phe-Leu-Nva-CONH-CH₂CH₃

Boc-Phe-Leu-Nva-CONH-CH₂CH₃

Refernces