methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

Base Information

Chemical Name:methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate
CAS No.:787618-01-3
Molecular Formula:C₂₇H₄₄N₂O₇Si
Molecular Weight:536.741
Hs Code.:

Synonyms:methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

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Chemical Property of methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

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Technology Process of methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

There total 5 articles about methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 787618-01-3
methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP / acetonitrile / 20 °C

2: 166 mg / KCN / 20 °C

With dmap; potassium cyanide; In acetonitrile;
DOI:10.1021/jo040163w

Reference yield:

: (2S,4R)-1-(benzyloxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carbonyl chloride

: 787618-01-3
methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 35 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

2: CAN / acetonitrile / 0.75 h / 0 °C

3: DMAP / acetonitrile / 20 °C

4: 166 mg / KCN / 20 °C

With dmap; potassium cyanide; ammonium cerium(IV) nitrate; triethylamine; In dichloromethane; acetonitrile; 1: Staudinger reaction;
DOI:10.1021/jo040163w

Reference yield:

: 787618-10-4
(3R,4S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-1-oxo-3-phenyl-2,5-diaza-spiro[3.4]octane-5-carboxylic acid benzyl ester

: 787618-01-3
methyl (+)-(2R,3R)-2-[1-benzyloxycarbonylpyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP / acetonitrile / 20 °C

2: 166 mg / KCN / 20 °C

With dmap; potassium cyanide; In acetonitrile;
DOI:10.1021/jo040163w