(2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol

Base Information

• Chemical Name: (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol
• CAS No.: 156360-45-1
• Molecular Formula: C₂₃H₃₁NO₂
• Molecular Weight: 353.505
• Mol file: 156360-45-1.mol

Synonyms:

Chemical Property of (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol

There total 3 articles about (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol 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: 68.0%

(2R,3R)-2,3-epoxy-9-decen-1-ol (76903-95-2) + Benzhydrylamine (91-00-9) → (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol (156360-45-1)

Guidance literature:

With titanium(IV) isopropylate; In dichloromethane; for 24h; Heating;

DOI:10.1080/00397919408011722

Reference yield:

ethyl (2E)-2,9-decadienoate (78426-45-6) → (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol (156360-45-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / diisobutyl aluminum hydride / diethyl ether; hexane / 1 h / 0 °C

2: 1.) diisopropyl D-(-)-tartrate, titanium tetraisopropoxide, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -22 deg C, 1 h, 2.) CH₂Cl₂, isooctane, -20 deg C, 20 h

3: 68 percent / titanium tetraisopropoxide / CH₂Cl₂ / 24 h / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; In diethyl ether; hexane; dichloromethane;

DOI:10.1080/00397919408011722

Reference yield:

(2E)-deca-2,9-dien-1-ol (156360-46-2) → (2S,3S)-N-diphenylmethyl-3-amino-9-decen-1,2-diol (156360-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropyl D-(-)-tartrate, titanium tetraisopropoxide, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -22 deg C, 1 h, 2.) CH₂Cl₂, isooctane, -20 deg C, 20 h

2: 68 percent / titanium tetraisopropoxide / CH₂Cl₂ / 24 h / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; In dichloromethane;

DOI:10.1080/00397919408011722

upstream raw materials:

(2R,3R)-2,3-epoxy-9-decen-1-ol

Benzhydrylamine

ethyl (2E)-2,9-decadienoate

(2E)-deca-2,9-dien-1-ol

Downstream raw materials:

(2S)-N-tert-butoxycarbonyl-2-aminosuberic acid