(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

Base Information

Chemical Name:(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone
CAS No.:150943-16-1
Molecular Formula:C₂₅H₃₃N₃O₄Si
Molecular Weight:467.64
Hs Code.:

Synonyms:(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

Chemical Property:

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Technology Process of (3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

There total 6 articles about (3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone 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: 97.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: N-Boc-O-TBDPS-(R)-serine

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

Guidance literature:: N-Boc-O-TBDPS-(R)-serine; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at -10 ℃; for 0.75h;

diazomethane; In diethyl ether; dichloromethane; at 20 ℃; for 7h;
DOI:10.1139/v01-171

Reference yield:

: C₂₇H₃₇NO₇Si

: 18107-18-1
diazomethyl-trimethyl-silane

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

Guidance literature:: In hexane; acetonitrile; at 4 ℃; for 43h; Inert atmosphere;
DOI:10.3762/bjoc.10.110

Reference yield:

: 3262-72-4,3850-40-6,6368-20-3,90582-28-8,84311-18-2
(R)-N-tert-butoxycarbonyl serine

: 150943-16-1
(3R)-1-diazo-3-(N-tert-butyloxycarbonylamino)-4-(tert-butyldiphenylsilyloxy)-2-butanone

Guidance literature:: Multi-step reaction with 3 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 8 h / 20 °C

2: 4-methyl-morpholine / tetrahydrofuran / 0.67 h / -25 °C

3: diethyl ether / 9 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201200210