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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920627Generated: October 26, 2026

Benzenepropanoic acid → (S)-3-Methyl-N-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butyl]-2-[(S)-2-(3-phenyl-propionyl-amino)-3-(2,3,4-trimethoxy-phenyl)-propionylamino]-butyramide

https://huagongshe.com/reaction/1920627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenepropanoic acidHCID 107—
Reactant(S)-2-Tert-butoxycarbonylamino-3-(2,3,4-trimethoxy-phenyl)-propionic acidHCID 60024443—
Reactant{(S)-2-Methyl-1-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butylcarbamoyl-]propyl}-carbamic acid tert-butyl esterHCID 67492646—
Product(S)-3-Methyl-N-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butyl]-2-[(S)-2-(3-phenyl-propionyl-amino)-3-(2,3,4-trimethoxy-phenyl)-propionylamino]-butyramideHCID 20823725—

Reaction Steps

The title compound is prepared from {(S)-2-Methyl-1-[(R)-3-methyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-butylcarbamoyl]-propyl}-carbamic acid tert-butyl ester by reiteration of the 2-step (deprotection/coupling) procedure described in example 1 but using (S)-2-(tert-butyloxycarbonyl-amino)-3-(2,3,4-trimethoxy-phenyl)-propionic acid and 3-Phenyl-propionic acid (Fluka, Buchs, Switzerland) as the partners in each coupling reaction (step B, example 1), respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173128B2
Source datasetuspto-grants-2012_05
ORD IDord-f5ab2a2d1b8d4dbca6276543d64c36a8
Source noteuspto-grants-2012_05