(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine

Base Information

• Chemical Name: (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine
• CAS No.: 1608504-10-4
• Molecular Formula: C₄₅H₈₅NO₆Si₅
• Molecular Weight: 876.601
• Mol file: 1608504-10-4.mol

Synonyms:(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine

Chemical Property of (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine

There total 7 articles about (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine 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: 98.0%

C52H91NO6Si5 → (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine (1608504-10-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; at 20 ℃; for 16h;

DOI:10.1002/bkcs.12007

Reference yield:

(2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-ol → (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine (1608504-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 20 °C

2: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 20 °C

3: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 1551.49 Torr

With palladium 10% on activated carbon; hydrogen; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2014.03.088

Reference yield:

(R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-one (1608504-08-0) → (2R,3R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-amine (1608504-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 1551.49 Torr

With palladium 10% on activated carbon; hydrogen; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2014.03.088

upstream raw materials:

(-)-epigallocathechin gallate

tert-butyldimethylsilyl chloride

(R)-5,7-bis((tert-butyldimethylsilyl)oxy)-2-(3,4,5-tris((tert-butyldimethylsilyl)oxy)phenyl)chroman-3-one

Downstream raw materials:

C₅₂H₈₉NO₇Si₅

C₅₁H₈₉NO₈SSi₅

C₂₂H₁₉NO₇

C₂₁H₁₉NO₈S