Dicyclohexylcarbodiimide → HCID 19434749, compound

HRID 1704775Notes

Reaction equation

N[CH:2]1[C:9](=[O:10])[N:8]2[CH:3]1[S:4][CH2:5][C:6](CSC1N(C)N=NN=1)=[C:7]2[C:11]([O:13][CH:14]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12].C1(N=C=NC2CCCCC2)CCCCC1>>[O:10]=[C:9]1[N:8]2[CH:3]([S:4][CH2:5][CH:6]=[C:7]2[C:11]([O:13][CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[O:12])[CH2:2]1

Participants

Reactant 2

HCID 10868Dicyclohexylcarbodiimide

HCID 12873515HCID 12873515, compound

Product 1

HCID 19434749HCID 19434749, compound

Procedure

7-Amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester and L-α-[[[(4-methoxyphenyl)methoxy]carbonyl]-amino]phenylacetic acid from part (a) are reacted in the presence of dicyclohexylcarbodiimide according to the procedure of example 1(b) to yield 7β-[[[[[(4-methoxyphenyl)methoxy]-carbonyl]amino](L-phenyl)acetyl]amino]-3-[[(1-methyl-1H)tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid, diphenylmethyl ester; m.p. 117° (dec.).

Sources & evidence

ORD record: ord-5f32565661dd40669e723079e810ed33
Source dataset: uspto-grants-1978_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04127716

Reaction notes

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