methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

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Chemical Name:methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate
CAS No.:787617-98-5
Molecular Formula:C₃₂H₄₆N₂O₇Si
Molecular Weight:598.812
Hs Code.:

Synonyms:methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

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Chemical Property of methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

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Technology Process of methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

There total 6 articles about methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate 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: 93.0%

: 67-56-1
methanol

: 787617-95-2
(-)-(3R,4S,7R)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-7-(tert-butyldimethylsilyloxy)-3-phenyl-2,5-diazaspiro[3.4]octan-1-one

: 787617-98-5
methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

Guidance literature:: With potassium cyanide; at 20 ℃;
DOI:10.1021/jo040163w

Reference yield:

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

: 787617-98-5
methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 329 mg / DMAP / acetonitrile / 20 °C

2: 93 percent / KCN / 20 °C

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

Reference yield:

: 1613-90-7
4-methoxy-N-[(E)-phenylmethylidene]aniline

: 787617-98-5
methyl (-)-(2S,3R)-2-[(R)-1-benzyloxycarbonyl-4-(tert-butyldimethylsilyloxy)pyrrolidin-2-yl]-3-(N-tert-butoxycarbonylamino)propanoate

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: 329 mg / DMAP / acetonitrile / 20 °C

4: 93 percent / KCN / 20 °C

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