(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal

Base Information

• Chemical Name: (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal
• CAS No.: 137845-83-1
• Molecular Formula: C₄₁H₄₁NO₆
• Molecular Weight: 643.78
• Mol file: 137845-83-1.mol

Synonyms:(2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal

Chemical Property of (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal

There total 12 articles about (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal 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:

(2'-S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanol (153098-23-8) → (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal (137845-83-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.166667h; Yield given;

DOI:10.1021/jo00079a033

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal (137845-83-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 76 percent / NaH / dimethylformamide / 4 h / 25 °C

2: NBS, 2,6-lutidine, H₂O / acetonitrile

3: NaBH₄ / ethanol / 2 h / 25 °C

4: 95 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

5: 66 percent / pyridinium p-toluenesulfonate / methanol / 56 h / 50 °C

6: pyridine / CH₂Cl₂ / 0 °C

7: NaN₃ / dimethylformamide / 8 h / 50 °C

8: 76 percent / Ph₃P / toluene / 0.5 h / 40 °C

9: 64 percent / pyridine / CH₂Cl₂ / 0.25 h

10: 92 percent / TBAF / tetrahydrofuran / 8 h / Ambient temperature

11: DMSO, oxalyl chloride / CH₂Cl₂ / 0.17 h / -78 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; oxalyl dichloride; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jo00079a033

Reference yield:

2,3-O-Bis(p-methoxybenzyl)-4,5-isopropylidene-D-arabinol → (2'S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanal (137845-83-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 66 percent / pyridinium p-toluenesulfonate / methanol / 56 h / 50 °C

3: pyridine / CH₂Cl₂ / 0 °C

4: NaN₃ / dimethylformamide / 8 h / 50 °C

5: 76 percent / Ph₃P / toluene / 0.5 h / 40 °C

6: 64 percent / pyridine / CH₂Cl₂ / 0.25 h

7: 92 percent / TBAF / tetrahydrofuran / 8 h / Ambient temperature

8: DMSO, oxalyl chloride / CH₂Cl₂ / 0.17 h / -78 °C

With pyridine; 1H-imidazole; sodium azide; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00079a033

upstream raw materials:

(2'-S)-3--2(R),3(R)-bis<(p-methoxybenzyl)oxy>-1-propanol

p-methoxybenzyl chloride

(2S,3R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,3-bis-(4-methoxy-benzyloxy)-propionaldehyde

2,3-Bis(p-methoxybenzyl)-1,1-bis(ethylthio)-4,5-isopropylidene-D-arabinose

Downstream raw materials:

Ethyl 2-(N-benzoylamino)-2(Z)-<3(R),4(R)-bis<(p-methoxybenzyl)oxy>-5(S)-1-azabicyclo<3.1.0>hex-2-ylidene>acetate

C₅₂H₅₁BrN₂O₈

N-(2-Oxopropyl)-2-(N-benzoylamino)-4(R),5(R)-bis<(p-methoxybenzyl)oxy>-5--2(Z)-pentenamide

N-[(Z)-(3S,4R)-4-(S)-Aziridin-2-yl-2-bromo-3,4-bis-(4-methoxy-benzyloxy)-1-(2-oxo-propylcarbamoyl)-but-1-enyl]-benzamide