(2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾

Base Information

• Chemical Name: (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾
• CAS No.: 1100289-54-0
• Molecular Formula: C₃₂H₃₆N₂O₆S
• Molecular Weight: 576.714

Synonyms:(2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾

Chemical Property of (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾

Chemical Property:

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Technology Process of (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾

There total 2 articles about (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾ 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: 100.0%

tert-butyl (6-oxohex-4-enyl)carbamate (760968-76-1) + N-(4-benzyloxy-2-formylphenyl)-4-methylbenzenesulfonamide (760968-80-7) → (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline (13) (1100289-54-0)

Guidance literature:

With (R)-diphenylprolinol triethylsilyl ether; acetic acid; In acetonitrile; at -20 ℃; for 24h; optical yield given as %ee;

DOI:10.1016/j.tet.2008.10.032

Reference yield:

tert-butyl (6-oxohex-4-enyl)carbamate (760968-76-1) + N-(4-benzyloxy-2-formylphenyl)-4-methylbenzenesulfonamide (760968-80-7) → (2R)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline (13) (1100289-05-1) + (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline (13) (1100289-54-0)

Guidance literature:

With (S)-2-(diphenyl((triethylsilyl)oxy)methyl)pyrrolidine; sodium acetate; In 1,2-dichloro-ethane; at 20 ℃; for 37h; optical yield given as %ee; Molecular sieve;

DOI:10.1016/j.tet.2008.10.032

Reference yield: 100.0%

(2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-formyl-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline (13) (1100289-54-0) → (2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-(hydroxymethyl)-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline (13) (1100289-08-4)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2008.10.032

upstream raw materials:

tert-butyl (6-oxohex-4-enyl)carbamate

N-(4-benzyloxy-2-formylphenyl)-4-methylbenzenesulfonamide

Downstream raw materials:

(2S)-6-benzyloxy-2-(3-(tert-butoxycarbonylamino)propyl)-3-(hydroxymethyl)-1-(toluene-4-sulfonyl)-1,2-dihydroquinoline ⁽¹³⁾

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