Carbamic acid, [1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]propyl]-, 1,1-dimethylethyl ester, (s)- → Boc-Abu-Asn-Leu-OEt

HRID 373033Notes

Reaction equation

HRID 373033 reaction equation
[NH:1]([C:20]([O:22]C(C)(C)C)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].[NH:27]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[C@H:28](C(ON1C(=O)CCC1=O)=O)[CH2:29][CH3:30]>>[NH:27]([C:41]([O:43][C:44]([CH3:45])([CH3:47])[CH3:46])=[O:42])[C@H:28]([C:20]([NH:1][C@H:2]([C:7]([NH:9][C@H:10]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH:12]([CH3:13])[CH3:14])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5])=[O:22])[CH2:29][CH3:30]

Participants

3

Reactant 2

HCID 13875533Carbamic acid, [1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]propyl]-, 1,1-dimethylethyl ester, (s)-HCID 15003891Boc-Asn-Leu-OEt

Product 1

HCID 131717617Boc-Abu-Asn-Leu-OEtYield 90.2%

Procedure

Using 6.50 g of Boc-Asn-Leu-OEt and 5.48 g of Boc-Abu-OSu, the same procedure as in Reference Example 35 was repeated to obtain 7.20 g (yield: 90.2%) of the above objective compound having a melting point of 152°-155° C.

Sources & evidence

ORD record
ord-d057ecc046f6430f93f8534ea08676d2
Source dataset
uspto-grants-1992_11
Patent number
US05162305

Reaction notes

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