tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate
• CAS No.: 1040740-90-6
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488
• Mol file: 1040740-90-6.mol

Synonyms:tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate

Chemical Property of tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate

There total 2 articles about tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate 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:

Boc-L-phenylalaninal (72155-45-4) + 1-phenyl-acetone (103-79-7,136675-26-8) → tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate (1040740-90-6)

Guidance literature:

1-phenyl-acetone; With (+)-β-chlorodiisopinocampheylborane; triethylamine; In diethyl ether; at 0 ℃; for 3h;

Boc-L-phenylalaninal; In diethyl ether; at -78 - 0 ℃; for 3h;

DOI:10.1021/ol062715y

Reference yield:

tert-butyl (2S,3S)-3-hydroxy-5-methylene-1,6-diphenylhexan-2-ylcarbamate (169057-39-0) → tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate (1040740-90-6)

Guidance literature:

tert-butyl (2S,3S)-3-hydroxy-5-methylene-1,6-diphenylhexan-2-ylcarbamate; With osmium(VIII) oxide; In diethyl ether; water; at 20 ℃; for 2h;

With sodium periodate; In diethyl ether; water; for 18h; Further stages.;

DOI:10.1016/j.tet.2008.04.049

Reference yield:

tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate (1040740-90-6) + 4-methoxy-aniline (104-94-9) → [1-benzyl-2-hydroxy-4-(4-methoxy-phenylamino)-5-phenyl-pentyl]-carbamic acid tert-butyl ester (1053618-02-2)

Guidance literature:

tert-butyl (2S,3S)-3-hydroxy-5-oxo-1,6-diphenylhexan-2-ylcarbamate; 4-methoxy-aniline; With titanium(IV) isopropylate; In acetonitrile; at -20 ℃; for 1h;

With poly(methylhydrosiloxane); In acetonitrile; at -20 ℃; for 48h;

DOI:10.1021/ol062715y

upstream raw materials:

Boc-L-phenylalaninal

1-phenyl-acetone

tert-butyl (2S,3S)-3-hydroxy-5-methylene-1,6-diphenylhexan-2-ylcarbamate

Downstream raw materials:

[1-benzyl-2-hydroxy-4-(4-methoxy-phenylamino)-5-phenyl-pentyl]-carbamic acid tert-butyl ester

((1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-phenyl-pentyl)-carbamic acid tert-butyl ester

tert-butyl (2S,3S,5S)-3,5-dihydroxy-1,6-diphenylhexan-2-ylcarbamate