FMOC-D-THR(ME)-OH

Base Information

• Chemical Name: FMOC-D-THR(ME)-OH
• CAS No.: 1301706-86-4
• Molecular Formula: C₂₀H₂₁NO₅
• Molecular Weight: 355.39
• Mol file: 1301706-86-4.mol

Synonyms:

Chemical Property of FMOC-D-THR(ME)-OH

Chemical Property:

• Storage Temp.: Store at 0°C

Purity/Quality:

98% ^*data from raw suppliers

Fmoc-O-methyl-D-threonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of FMOC-D-THR(ME)-OH

There total 3 articles about FMOC-D-THR(ME)-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: 95.0%

O-methyl-L-threonine (4144-02-9) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine (1301706-86-4,1279029-70-7,1396995-62-2)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; for 2h;

Reference yield: 74.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-methoxybutanoic acid (48068-25-3,1396972-31-8) → N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine (1301706-86-4,1279029-70-7,1396995-62-2)

Guidance literature:

(2S,3R)-2-((tert-butoxycarbonyl)amino)-3-methoxybutanoic acid; With hydrogenchloride; In water; ethyl acetate; at 0 ℃; for 1.5h;

(fluorenylmethoxy)carbonyl chloride; With sodium carbonate; In 1,4-dioxane; water; at 5 - 20 ℃; for 12h;

DOI:10.1021/acscombsci.6b00076

Reference yield:

(2S,3R)-2-((tert-butoxycarbonyl)amino)-3-methoxybutanoic acid (48068-25-3,1396972-31-8) → N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-methyl-L-threonine (1301706-86-4,1279029-70-7,1396995-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 2 h

2: sodium carbonate / 1,4-dioxane; water / 22 h

With sodium carbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;

DOI:10.1002/ejoc.201901459

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(2S,3R)-2-((tert-butoxycarbonyl)amino)-3-methoxybutanoic acid

O-methyl-L-threonine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Refernces

• 1、 -. "Angiotensin-1-Receptor Antagonists". Paragraph 0056. . Retrieved 2018/01/09.