BOC-D-HSE(BZL)-OH

Base Information

• Chemical Name: BOC-D-HSE(BZL)-OH
• CAS No.: 150009-60-2
• Molecular Formula: C₁₆H₂₃NO₅
• Molecular Weight: 309.362
• Mol file: 150009-60-2.mol

Synonyms:(2R)-4-benzyloxy-2-(tert-butoxycarbonylamino)butanoic acid;O-benzyl-N-(tert-butoxycarbonyl)-D-homoserine;(2R)-4-(Benzyl-Oxy)-2-{[(Tert-Butoxy)Carbonyl]Amino}Butanoic Acid;

Chemical Property of BOC-D-HSE(BZL)-OH

Chemical Property:

• Vapor Pressure: 4.82E-10mmHg at 25°C
• Refractive Index: 1.519
• Boiling Point: 480.5 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 244.4 °C
• PSA: 84.86000
• Density: 1.154 g/cm³
• LogP: 2.96210
• Storage Temp.: Store at 0-5°C

Purity/Quality:

99% ^*data from raw suppliers

Boc-O-benzyl-D-homoserine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-D-HSE(BZL)-OH

There total 6 articles about BOC-D-HSE(BZL)-OH 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: 96.0%

4-benzyloxy-(2S)-tert-butoxycarbonylaminobutanoic acid benzyl ester → (S)-2-((tert-butoxy)carbonylamino)-4-(phenylmethoxy)butyric acid (59408-74-1,150009-60-2)

Guidance literature:

With ammonium acetate; hydrogen; palladium on activated charcoal; In methanol; for 20h; Ambient temperature;

DOI:10.1016/0040-4039(95)00527-J

Reference yield: 89.12%

2-(tert-butoxycarbonylamino)-4-hydroxy-butanoic acid (38308-92-8) + benzyl bromide (100-39-0) → L-2-(tert-Butoxycarbonylamino)-4-(benzyloxy)butanoic acid (876617-13-9,150009-60-2)

Guidance literature:

With triethylamine; In acetone; at 55 ℃; for 6h;

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) → (S)-2-((tert-butoxy)carbonylamino)-4-(phenylmethoxy)butyric acid (59408-74-1,150009-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: MgO / H₂O; dioxane

2: (i) Na, liq. NH₃, (ii) /BRN= 385801/

With magnesium oxide; In 1,4-dioxane; water;

upstream raw materials:

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid

benzyl bromide

N-(tert-butyloxycarbonyl) azide

2-(tert-butoxycarbonylamino)-4-hydroxy-butanoic acid

Downstream raw materials:

4-O-benzyl-L-glycero-tetronic acid

Refernces

• 1、 -. "Synthesis method of 2,4-diaminobutyric acid derivative". Paragraph 0075-0077. . Retrieved 2021/03/11.
• 2、 Sajiki, Hironao. "Selective Inhibition of Benzyl Ether Hydrogenolysis with Pd/C Due to the Presence of Ammonia, Pyridine or Ammonium Acetate". . p. 3465 - 3468. Retrieved 2007/10/02.