(1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole

Base Information

• Chemical Name: (1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole
• CAS No.: 1033193-65-5
• Molecular Formula: C₂₆H₂₉NO₄
• Molecular Weight: 419.521

Synonyms:(1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole

Chemical Property of (1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole

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Technology Process of (1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole

There total 1 articles about (1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole 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: 78.0%

(2'R,3'R)-2-amino-4-benzyloxy-N-(3,4-epoxybutyl)-1-iodo-N-(tert-butoxycarbonyl)-naphthalene (1033193-61-1) → (1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole (1033193-65-5)

Guidance literature:

With Li₂Cu(CN)Me₂; In tetrahydrofuran; diethyl ether; at -78 - 25 ℃; for 2.25h;

DOI:10.1002/chem.200700988

Reference yield: 87.0%

(1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole (1033193-65-5) → (+)-(1S,10R)-5-benzyloxy-3-(tert-butyloxycarbonyl)-1-(10-chloroethyl)-1,2-dihydro-3H-benz[e]indole (916667-93-1)

Guidance literature:

With tetrachloromethane; triphenylphosphine; In acetonitrile; at -18 - 0 ℃;

DOI:10.1002/chem.200700988

Reference yield:

(1S,10R)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-hydroxyethyl)-1,2-dihydro-3H-benz[e]indole (1033193-65-5) → (+)-(1S,10R)-5-benzyloxy-3-(tert-butyloxycarbonyl)-1-(10-chloroethyl)-1,2-dihydro-3H-benz[e]indole (916667-93-1) + (1S,10S)-5-benzyloxy-3-(tert-butoxycarbonyl)-1-(10-chloroethyl)-1,2-dihydro-3H-benz[e]indole

Guidance literature:

With tetrachloromethane; at -18 - 0 ℃; Title compound not separated from byproducts.;

DOI:10.1002/chem.200700988

upstream raw materials:

(2'R,3'R)-2-amino-4-benzyloxy-N-(3,4-epoxybutyl)-1-iodo-N-(tert-butoxycarbonyl)-naphthalene

Downstream raw materials:

(+)-(1S,10R)-5-benzyloxy-3-(tert-butyloxycarbonyl)-1-(10-chloroethyl)-1,2-dihydro-3H-benz[e]indole

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