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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086593Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 53935213, compound

https://huagongshe.com/reaction/1086593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantHCID 53727145HCID 53727145—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 53935213HCID 53935213115.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

3.9 g of the product of Step D of Example 5 were dissolved in 200 ml of dimethoxyethane and 3.63 g of N-Boc-L-alanine were added. The mixture was cooled to -5°/0° C. and after addition of 3.99 g of dicyclohexylcarbodiimide, the mixture was vigorously stirred for 16 hours at 0° C. followed by filtering and evaporating to dryness. The residue was taken up in dimethoxyethane and filtered, then evaporated to dryness and taken up in methylene chloride. After washing with a saturated solution of sodium bicarbonate, then with salt water, drying and evaporating to dryness, 7.7 g of crude product were obtained which was chromatographed on silica. Elution with a cyclohexane - ethyl acetate mixture (7-3) yielded 5.4 g of the expected product with a specific roation of [α]=-18.5°±1° (c=1.6% in CH2Cl2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030715
Source datasetuspto-grants-1991_07
ORD IDord-6209c2fdee924ce5a7a1d05bbaf70f49
Source noteuspto-grants-1991_07