(1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol

Base Information

• Chemical Name: (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol
• CAS No.: 1092969-80-6
• Molecular Formula: C₅₃H₉₁NO₆
• Molecular Weight: 838.309
• Mol file: 1092969-80-6.mol

Synonyms:(1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol

Chemical Property of (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol

There total 6 articles about (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol 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: 79.0%

(S)-1-(benzyloxycarbonylamino)ethyl 3,4,5-tris(dodecanoxy)phenyl ketone (1092969-77-1) → (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol (1092969-80-6) + (1R,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol (1092969-78-2)

Guidance literature:

With sodium tetrahydroborate; ethanol; In water; at 20 ℃; for 6h;

DOI:10.1002/chir.23395

Reference yield: 46.0%

(1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propyl benzoate (1092969-79-3) → (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol (1092969-80-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/anie.200803242

Reference yield:

1-bromo-3,4,5-trimethoxybenzene (2675-79-8) → (1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol (1092969-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 8 h / -78 - 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 60 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 - 20 °C

3.2: 3 h / -20 °C

4.1: sodium tetrahydroborate; ethanol / water / 6 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; ethanol; boron tribromide; potassium carbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/chir.23395

upstream raw materials:

(1S,2S)-2-(benzyloxycarbonylamino)-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propyl benzoate

(S)-benzyl (1-(N,O-dimethylhydroxylamine)-1-oxopropan-2-yl)carbamate

1-bromo-3,4,5-tris-n-dodecyloxybenzene

(S)-1-(benzyloxycarbonylamino)ethyl 3,4,5-tris(dodecanoxy)phenyl ketone

Downstream raw materials:

(1S,2S)-2-amino-1-[3,4,5-tris(dodecanoxy)phenyl]-1-propanol