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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581371Generated: October 30, 2026

(3S,4aS,8aS)-N-(tert-Butyl)decahydroisoquinoline-3-carboxamide → (3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamide

https://huagongshe.com/reaction/581371

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3S,4aS,8aS)-N-(tert-Butyl)decahydroisoquinoline-3-carboxamideHCID 454736—
Reactantp-toluenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl esterHCID 56996730—
Product(3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamideHCID 1173268663.4%

Reaction Steps

Analogously to Example 1B), by reacting 7.2 g of p-toluene-sulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester (Example 11) with 4.8 g of N-tert.butyl-decahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide there are obtained 5.4 g (45%) of (3S,4aS,8aS)-2-[(4S,5R)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl]-N-tert.-butyl-decahydro-isoquinoline-3-carboxamide p-tolylsuphonate, m.p. 202-204° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05919949
Source datasetuspto-grants-1999_07
ORD IDord-275203c684ec41f8ad004f9720b3030d
Source noteuspto-grants-1999_07