(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene

Base Information

• Chemical Name: (3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene
• CAS No.: 872360-63-9
• Molecular Formula: C₃₅H₃₉NO₄
• Molecular Weight: 537.699
• Mol file: 872360-63-9.mol

Synonyms:(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene

Chemical Property of (3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene

There total 1 articles about (3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene 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: 91.0%

vinyl magnesium bromide (1826-67-1) + N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine (192211-53-3) → (3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene (872360-63-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 7h;

DOI:10.1016/j.ejmech.2005.07.001

Reference yield: 80.0%

(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene (872360-63-9) → (2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine (872360-64-0)

Guidance literature:

With pyridine; methanesulfonyl chloride; at 20 ℃; for 16h;

DOI:10.1016/j.ejmech.2005.07.001

Reference yield:

(3S,4R,5S,6S)-3-benzylamino-4,5,7-tribenzyloxy-6-hydroxyhept-1-ene (872360-63-9) → (2R,3R,4R,5R)-1-Benzyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidine-2-carbaldehyde

Guidance literature:

Multi-step reaction with 2 steps

1.1: 80 percent / methanesulfonyl chloride; pyridine / 16 h / 20 °C

2.1: O₃; H₂SO₄ / CH₂Cl₂ / 0.42 h / -50 °C

2.2: Me₂S / CH₂Cl₂

With pyridine; sulfuric acid; ozone; methanesulfonyl chloride; In dichloromethane;

DOI:10.1016/j.ejmech.2005.07.001

upstream raw materials:

vinyl magnesium bromide

N-benzyl-2,3,5-tri-O-benzyl-L-xylofuranosylamine

Downstream raw materials:

(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-vinyl-pyrrolidine

(2S,3R,4R,5R)-N-benzyl-3,4-dibenzyloxy-5-[(benzyloxy)methyl]-2-hydroxymethyl-pyrrolidine