(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

Base Information

• Chemical Name: (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester
• CAS No.: 206191-47-1
• Molecular Formula: C₁₄H₂₅NO₆
• Molecular Weight: 303.356
• Mol file: 206191-47-1.mol

Synonyms:(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

Chemical Property of (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester

There total 1 articles about (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester 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:

Boc-Thr-OH (2592-18-9) + (3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate (99314-44-0) → (2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester (206191-47-1)

Guidance literature:

With caesium carbonate; sodium iodide; Yield given. Multistep reaction; 1.) H₂O, 2.) DMF, room temperature, 48 h;

DOI:10.1021/jo972294l

Reference yield:

(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid 3-methyl-oxetan-3-ylmethyl ester (206191-47-1) → 1-(N-tert-butyloxycarbonyl-(1S,2R)-1-amino-2-hydroxypropyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane (206191-49-3)

Guidance literature:

With TEA; boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C to room temperature, 6 h, 2.) 30 min;

DOI:10.1021/jo972294l

upstream raw materials:

Boc-Thr-OH

(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

Downstream raw materials:

1-(N-tert-butyloxycarbonyl-(1S,2R)-1-amino-2-hydroxypropyl)-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane