HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (S)-N-((S)-1-Amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)-2-((S)-2-(2-(5-(hydroxymethyl)thiazol-2-ylamino)acetamido)propanamido)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (S)-N-((S)-1-Amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)-2-((S)-2-(2-(5-formylthiazol-2-ylamino)acetamido)propanamido)propanamide | HCID 86700088 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | (S)-N-((S)-1-Amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl)-2-((S)-2-(2-(5-(hydroxymethyl)thiazol-2-ylamino)acetamido)propanamido)propanamide | HCID 86700089 | — |
Reaction Steps
To a suspension of material from Example 7 (13.2 mg, 0.022 mmol) in EtOH/H2O (4:1) (1.5 mL) is added solid sodium borohydride (7.8 mg, 0.206 mmol) in 2 equal portions over 1 b. After the addition is complete, the reaction is stirred at room temp for 1.5 h and evaporated to dryness to give the title compound (quantitative yield) as a white solid that is used crude in the next step. LC/MS (Condition A): ret. T=0.94-1.16 min, (M+Na) 515.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169295B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-7b52fcdd6e5a4c97a6f7db490f62860a |
| Source note | uspto-grants-2015_10 |