N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

Base Information

• Chemical Name: N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID
• CAS No.: 110755-32-3
• Molecular Formula: C₁₀H₂₀N₂O₄
• Molecular Weight: 232.28
• Hs Code.: 2924199090
• Mol file: 110755-32-3.mol

Synonyms:BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPANOIC ACID;BOC-BETA-N,N-DIMETHYLAMINO-D-ALA;N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

Chemical Property of N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

Chemical Property:

• Boiling Point: 357.4±37.0 °C(Predicted)
• PKA: 2.89±0.20(Predicted)
• PSA: 78.87000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 0.91680

Purity/Quality:

99% ^*data from raw suppliers

Na-Boc-(R)-2-amino-3-(dimethylamino)propionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC ACID

There total 1 articles about N-ALPHA-BOC-(R)-2-AMINO-3-(DIMETHYLAMINO)PROPIONIC 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: 84.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7) → N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1016/j.bmcl.2003.09.084

Reference yield: 23.0%

N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3) + H2N-D-Pro-Aib-L-Phe-OMe → Boc-Dmaa-D-Pro-Aib-Phe-OMe (1422694-98-1)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja400082x

Reference yield:

(4aS,8aR)-4-(3,4-dimethoxyphenyl)-2-(piperidin-4-yl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one hydrochloride (666748-56-7) + N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3) → tert-butyl [(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexa-hydrophthalazin-2(1H)-yl]piperidin-1-yl}-3-(dimethylamino)-1-oxopropan-2-yl]carbamate (1416469-87-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 24h;

upstream raw materials:

formaldehyd

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid

Downstream raw materials:

Boc-Dmaa-D-Pro-Aib-Phe-OMe

tert-butyl [(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexa-hydrophthalazin-2(1H)-yl]piperidin-1-yl}-3-(dimethylamino)-1-oxopropan-2-yl]carbamate

(4aS,8aR)-2-{1-[(2S)-2-amino-3-(dimethylamino)propanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one trifluoroacetate

(4aS,8aR)-2-{1-[(2R)-2-amino-3-(dimethylamino)propanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one trifluoroacetate

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