diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

Base Information

Chemical Name:diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate
CAS No.:127357-58-8
Molecular Formula:C₃₃H₃₉NO₅Si
Molecular Weight:557.762
Hs Code.:

Synonyms:diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

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Chemical Property of diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

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Technology Process of diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

There total 4 articles about diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate 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: 66.0%

: 98155-22-7
tert-butyl(dimethyl){[4-(tributylstannyl)but-3-ynyl]oxy}silane

: 127382-98-3
diphenylmethyl N-(benzyloxycarbonyl)-α-chloroglycinate

: 127357-58-8
diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; for 0.5h; Heating;
DOI:10.1021/jo00302a034

Reference yield:

: 621-84-1
O-benzyl carbamate

: 127357-58-8
diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / 144 h

2: 100 percent / 18 h

3: 75 percent / SOCl₂ / CH₂Cl₂ / 2 h / Heating

4: 66 percent / zinc chloride / CCl₄; tetrahydrofuran / 0.5 h / Heating

With thionyl chloride; zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane;
DOI:10.1021/jo00302a034

Reference yield:

: 79002-45-2,56538-57-9
N-benzyloxycarbonyl-glycine

: 127357-58-8
diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-6-<(tert-butyldimethylsilyl)oxy>-3-hexynoate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / 18 h

2: 75 percent / SOCl₂ / CH₂Cl₂ / 2 h / Heating

3: 66 percent / zinc chloride / CCl₄; tetrahydrofuran / 0.5 h / Heating

With thionyl chloride; zinc(II) chloride; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jo00302a034