tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

Base Information

Chemical Name:tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate
CAS No.:1255790-42-1
Molecular Formula:C₄₆H₅₅Br₂NO₈Si
Molecular Weight:937.838
Hs Code.:

tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

Synonyms:tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

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Chemical Property of tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

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Technology Process of tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

There total 22 articles about tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate 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: 92.0%

: 1255790-43-2
8-benzyloxy-2,3-dibromo-4-methoxy-6-methylnaphthalen-1-ol

: 1255790-41-0
tert-butyl (1R,3R,4S,5R)-4-benzyloxytetrahydro-1-(4'-((8'-hydroxyethyl)dimethylsilyl)-furan-1'-yl)-5-methyl-2H-pyran-3-ylmethylcarbamate

: 1255790-42-1
tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; for 0.666667h; Inert atmosphere;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: 100-39-0
benzyl bromide

: 1255790-42-1
tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: silver(l) oxide / chloroform / 72 h / 20 °C / Inert atmosphere; Darkness

2.1: bromine / chloroform / 1 h / 0 °C / Inert atmosphere

2.2: 0.25 h / 0 °C / Inert atmosphere

3.1: pyridinium hydrobromide perbromide / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

4.1: sodium dithionite; water / diethyl ether; dichloromethane / Inert atmosphere

5.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

6.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.67 h / 20 °C / Inert atmosphere

With sodium dithionite; pyridinium hydrobromide perbromide; di-isopropyl azodicarboxylate; water; bromine; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triphenylphosphine; silver(l) oxide; In diethyl ether; dichloromethane; chloroform; toluene; 6.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.05.117

Reference yield:

: 1255790-58-9
5-benzyloxy-2-bromo-7-methylnaphthalene-1,4-dione

: 1255790-42-1
tert-butyl (1R,3R,4S,5R)-1-(4'-(8'-(5''-benzyloxy-2'',3''-dibromo-1''-methoxy-7''-methylnaphthalen-4''-yloxy)ethyldimethylsilyl)furan-1'-yl)-4-benzyloxy-tetrahydro-5-methyl-2H-pyran-3-ylmethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium hydrobromide perbromide / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

2: sodium dithionite; water / diethyl ether; dichloromethane / Inert atmosphere

3: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

4: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.67 h / 20 °C / Inert atmosphere

With sodium dithionite; pyridinium hydrobromide perbromide; di-isopropyl azodicarboxylate; water; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; triphenylphosphine; In diethyl ether; dichloromethane; toluene; 4: Mitsunobu reaction;
DOI:10.1016/j.tet.2011.05.117