tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Base Information

Chemical Name:tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
CAS No.:1092506-42-7
Molecular Formula:C₁₇H₃₃NO₃Si
Molecular Weight:327.539
Hs Code.:

Synonyms:tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

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Chemical Property of tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

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Technology Process of tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

There total 1 articles about tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate 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:

: 17342-08-4
(S)-Pyroglutaminol

: 1092506-42-7
tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dmap / dichloromethane / 24 h

2.1: dmap / acetonitrile / 12 h / 20 °C

3.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hexamethyldisilazane / tetrahydrofuran / 0.83 h / 0 - 78 °C

3.2: 2 h / -78 °C

4.1: dihydrogen peroxide / tetrahydrofuran; water / 2 h / 0 °C

5.1: diazomethane / palladium diacetate / diethyl ether / 2 h / 0 °C

6.1: borane-THF / tetrahydrofuran / 15 h / 20 °C

With diazomethane; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; borane-THF; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; dmap; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;

Reference yield:

: 1092506-42-7
tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

: 13743-09-4
2-methyl-5-phenyl-1,3-thiazole-4-carboxylic acid

: 1092506-43-8
{(1S,2S,5R)-3-[(2-methyl-5-phenyl-1,3-thiazol-4-yl)carbonyl]-3-azabicyclo[3.1.0]hex-2-yl}methanol

Guidance literature:: tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate; With hydrogenchloride; In 1,4-dioxane; for 2h;

2-methyl-5-phenyl-1,3-thiazole-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 15h;

Reference yield:

: 1092506-42-7
tert-butyl (1S,2S,5R)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

: C₁₇H₁₇N₅OS

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / 1,4-dioxane / 2 h

1.2: 15 h / 20 °C

2.1: triethylamine / dichloromethane / 0.5 h / 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 1 h / 60 °C

With hydrogenchloride; sodium azide; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;