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

Base Information

Chemical Name:(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methanesulfonyloxycyclopropane
CAS No.:257878-07-2
Molecular Formula:C₃₀H₃₇NO₆SSi
Molecular Weight:567.778
Hs Code.:

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

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

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

There total 4 articles about (1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-1-methanesulfonyloxycyclopropane 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: 100.0%

: 124-63-0
methanesulfonyl chloride

: 257878-06-1
(1S,2R)-(+)-1-N-benzyloxycarbonylamino-2-tert-butyldiphenylsilyloxymethyl-cyclopropane

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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0957-4166(99)00463-2

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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