(2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane

Base Information

• Chemical Name: (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane
• CAS No.: 170117-46-1
• Molecular Formula: C₄₈H₄₄N₂O₅
• Molecular Weight: 728.888
• Mol file: 170117-46-1.mol

Synonyms:(2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane

Chemical Property of (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane

There total 1 articles about (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane 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: 84.2%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (2S,3S,5S)-3-hydroxy-2,5-bisamino-1,6-diphenylhexane (144163-44-0) → (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane (170117-46-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Ambient temperature;

DOI:10.1021/jm00016a001

Reference yield: 67.0%

allyl 10-(vinyloxy)decanoate (170117-45-0) + (2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane (170117-46-1) → allyl 10-<1'-<<(2''S,3''S,5''S)-2'',5''-bis<(fluorenylmethyloxycarbonyl)amino>-1'',5''-diphenylhex-3''-yl>oxy>ethoxy>decanoate (220784-30-5)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 1h;

DOI:10.1021/jm00016a001

Reference yield:

(2S,3S,5S)-3-hydroxy-2,5-bis<(fluorenylmethyloxycarbonyl)amino>-1,6-diphenylhexane (170117-46-1) → 10-<1'-<<(2''S,3''S,5''S)-2'',5''-bis<(fluorenylmethyloxycarbonyl)amino>-1'',5''-diphenylhex-3''-yl>oxy>ethoxy>decanoic acid (220784-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h

2: 84 percent / dimedone, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / Ambient temperature

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyridinium p-toluenesulfonate; dimedone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00016a001

upstream raw materials:

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

(2S,3S,5S)-3-hydroxy-2,5-bisamino-1,6-diphenylhexane

Downstream raw materials:

allyl 10-<1'-<<(2''S,3''S,5''S)-2'',5''-bis<(fluorenylmethyloxycarbonyl)amino>-1'',5''-diphenylhex-3''-yl>oxy>ethoxy>decanoate

10-<1'-<<(2''S,3''S,5''S)-2'',5''-bis<(fluorenylmethyloxycarbonyl)amino>-1'',5''-diphenylhex-3''-yl>oxy>ethoxy>decanoic acid