methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate

Base Information

• Chemical Name: methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate
• CAS No.: 699020-17-2
• Molecular Formula: C₁₇H₂₃NO₆
• Molecular Weight: 337.373
• Mol file: 699020-17-2.mol

Synonyms:methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate

Chemical Property of methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate

There total 2 articles about methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate 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:

N-(benzyloxycarbonyl)-L-serine (1145-80-8) → methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate (699020-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.5 g / trimethylsilyl chloride / 0 - 20 °C

2: 2.6 g / PPTS / CH₂Cl₂ / 0.25 h / 20 °C

With chloro-trimethyl-silane; pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1021/jo049759+

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate (699020-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaHCO₃ / methanol; H₂O / Heating

2: 2.5 g / trimethylsilyl chloride / 0 - 20 °C

3: 2.6 g / PPTS / CH₂Cl₂ / 0.25 h / 20 °C

With chloro-trimethyl-silane; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; In methanol; dichloromethane; water;

DOI:10.1021/jo049759+

Reference yield: 91.0%

methyl 3-(2H-3,4,5,6-tetrahydropyran-2-yloxy)(2S)-2-[(phenylmethoxy)carbonylamino]propanoate (699020-17-2) → benzyl (R)-1-hydroxy-3-(tetrahydro-2H-pyran-2-yloxy)propan-2-ylcarbamate

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃; for 1h;

DOI:10.1039/b919549a

upstream raw materials:

N-(benzyloxycarbonyl)-L-serine

benzyl chloroformate