(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

Base Information

Chemical Name:(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane
CAS No.:257878-08-3
Molecular Formula:C₂₉H₃₅NO₃Si
Molecular Weight:473.687
Hs Code.:

Synonyms:(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

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Chemical Property of (1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

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Technology Process of (1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

There total 5 articles about (1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane 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: 50.0%

: 257878-07-2
(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methanesulfonyloxycyclopropane

: 257878-08-3
(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at -78 - 20 ℃; for 18h;
DOI:10.1016/S0957-4166(99)00463-2

Reference yield:

: 151074-57-6
(1S,2R)-1-benzyloxycarbonylamino-2-hydroxymethyl-1-cyclopropanecarboxylic acid methyl ester

: 257878-08-3
(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / dimethylaminopyridine / CH₂Cl₂ / 25 h / 0 °C

2: 93 percent / LiBH₄ / tetrahydrofuran / 18 h / -78 - 20 °C

3: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: 50 percent / LiBH₄ / tetrahydrofuran / 18 h / -78 - 20 °C

With dmap; lithium borohydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Reduction / 3: mesylation / 4: Reduction;
DOI:10.1016/S0957-4166(99)00463-2

Reference yield:

: 175694-63-0
methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

: 257878-08-3
(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methylcyclopropane

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / NaBH₄

2: 97 percent / dimethylaminopyridine / CH₂Cl₂ / 25 h / 0 °C

3: 93 percent / LiBH₄ / tetrahydrofuran / 18 h / -78 - 20 °C

4: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

5: 50 percent / LiBH₄ / tetrahydrofuran / 18 h / -78 - 20 °C

With dmap; sodium tetrahydroborate; lithium borohydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Condensation / 3: Reduction / 4: mesylation / 5: Reduction;
DOI:10.1016/S0957-4166(99)00463-2